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Perbandingan Sintesis Antara Senyawa 2'-Nitrokhalkon dan 2,4-Dimetoksi-2'-Nitrokhalkon dengan Bantuan Iradiasi Gelombang Mikro Putri, Navyanti Firda; Soewandi, Ami; Budiati, Tutuk
Jurnal Farmasi Sains dan Terapan Vol 6, No 2 (2019)
Publisher : Jurnal Farmasi Sains dan Terapan

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (350.787 KB) | DOI: 10.33508/jfst.v6i2.2238

Abstract

The purposes of this research were to find out the influence of a methoxy group to the result percentage reaction and synthesize derivatives of chalcone from derivatives of acetophenone and 2-nitrobenzaldehyde. The purity analysis of the synthesized result was determined by melting point assay and thin layer chromatography, while the identification of the structure was determined by spectrophotometry, infrared pectrophotometry and nuclear magnetic resonance (H-NMR). In the synthesis of compounds formed 3-hydroxy-3- (2-nitrophenyl)-1-fenilpropan-1one and 3-hydroxy-1-(2,4-dimetoksifenil)propan-1-on. The synthesis results obtained an average percentage yield synthesis of 3-hydroxy-3-(2-nitrophenyl)-1-phenylpropan-1-on with the conventional method and with the aid of microwave irradiation amounted to 60.45% and 32.36%. The percentage results of the synthesis for compounds 3-hydroxy-1-(2,4-dimethoxyphenyl)-3-(2-nitrophenyl)propan-1-on with the conventional method and with the aid of microwave irradiation amounted to 11.51% and 5.57%. The influence of methoxy groups can decrease the reactivity of acetophenone.
Perbandingan Sintesis Antara Senyawa 2-Metoksikhalkon dan 2,4’-Dimetoksikhalkon dengan Bantuan Iradiasi Gelombang Mikro Wibawa, Vincentius Tio Putra; Soewandi, Ami; Caroline, Catherine
Jurnal Farmasi Sains dan Terapan Vol 5, No 2 (2018)
Publisher : Jurnal Farmasi Sains dan Terapan

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (0.036 KB) | DOI: 10.33508/jfst.v5i2.2139

Abstract

Chalcone (1,3-diphenylprop-2-en-1-one) is a precursor compound of flavonoids that have two aromatic rings connected by three α, β-unsaturated carbons. Chalcone can be synthesized by the base-catalysed crossed aldol condensation (Claisen-Schmidt) that reacts aromatic aldehyde with aryl ketone. In this research, synthesize of 2-methoxychalcone and 2,4'-dimethoxychalcone compounds with microwave irradiation assistance had been done. 2-methoxychalcone was synthesized from 2'-methoxyacetophenone and benzaldehyde, while 2,4'-dimethoxychalcone was synthesized from 2'-methoxyacetophenone and 4-methoxybenzaldehyde. The purity of the synthesis compounds were analyzed from melting point and thin layer chromatography data. Identification of structure was performed using infrared spectral data and proton nuclear magnetic resonance. From the obtained results, 2-methoxychalcone and 2,4'-dimethoxychalcone compounds can be synthesized by microwave irradiation assistance. The yield of 2,4'-dimethoxychalcone was 69,69%, while 2-methoxychalcone was 5,15%. The effect of the methoxy group (-OCH3) on benzaldehyde facilitates the reaction formation of khalkon compounds in terms of the yield of synthesis.
Perbandingan Sintesis antara Senyawa 4’-Nitrokhalkon dan 2,4- Dimetoksi-4’-Nitrokhalkon dengan Bantuan Iradiasi Gelombang Mikro Shien, Ong Cong; Soewandi, Ami; Caroline, Catherin
Jurnal Farmasi Sains dan Terapan Vol 4, No 1 (2017)
Publisher : Jurnal Farmasi Sains dan Terapan

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (0.036 KB) | DOI: 10.33508/jfst.v4i1.2172

Abstract

Chalcone (1,3-diphenylprop-2-en-1-one) is a precursor compound of flavonoids that have two aromatic rings connected by three α, β-unsaturated carbons. Chalcone can be synthesized by the base-catalysed crossed aldol condensation (Claisen-Schmidt) using the reaction between aromatic aldehyde with aryl ketone. In this research, synthesize of 4-nitrochalcone and 2,4-dimethoxy-4’-nitrochalcone compounds with microwave irradiation assistance had been done. 4-nitrochalcone was synthesized from acetophenone and 4’-nitrobenzaldehyde, while 2,4-dimethoxy-4’-nitrochalcone was synthesized from 2,4-dimethoxyacetophenone and 4’-nitrobenzaldehyde. The purity of the synthesis compounds were shown from the data of melting point and thin layer chromatography. Identification of structure was shown from infrared spectral data and proton nuclear magnetic resonance. From the obtained results, 4-nitrochalcone and 2,4-dimethoxy-4’-nitrochalcone compounds can be synthesized by microwave irradiation assistance. The yield of 4’-nitrochalcone was 58.19%, while 2,4-dimethoxy-4’-nitrochalcone was 19.07%. The effect of methoxy groups (-OCH3) on acetophenoe ease the reaction of the formation of chalcone compounds in terms of yield of the synthesis product.
Perbandingan Sintesis Antara Senyawa 2-Metoksikhalkon dan 2,4’-Dimetoksikhalkon dengan Bantuan Iradiasi Gelombang Mikro Wibawa, Vincentius Tio Putra; Soewandi, Ami; Caroline, Catherine
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 5 No. 2 (2018)
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v5i2.2139

Abstract

Chalcone (1,3-diphenylprop-2-en-1-one) is a precursor compound of flavonoids that have two aromatic rings connected by three α, β-unsaturated carbons. Chalcone can be synthesized by the base-catalysed crossed aldol condensation (Claisen-Schmidt) that reacts aromatic aldehyde with aryl ketone. In this research, synthesize of 2-methoxychalcone and 2,4'-dimethoxychalcone compounds with microwave irradiation assistance had been done. 2-methoxychalcone was synthesized from 2'-methoxyacetophenone and benzaldehyde, while 2,4'-dimethoxychalcone was synthesized from 2'-methoxyacetophenone and 4-methoxybenzaldehyde. The purity of the synthesis compounds were analyzed from melting point and thin layer chromatography data. Identification of structure was performed using infrared spectral data and proton nuclear magnetic resonance. From the obtained results, 2-methoxychalcone and 2,4'-dimethoxychalcone compounds can be synthesized by microwave irradiation assistance. The yield of 2,4'-dimethoxychalcone was 69,69%, while 2-methoxychalcone was 5,15%. The effect of the methoxy group (-OCH3) on benzaldehyde facilitates the reaction formation of khalkon compounds in terms of the yield of synthesis.
Perbandingan Sintesis antara Senyawa 4’-Nitrokhalkon dan 2,4- Dimetoksi-4’-Nitrokhalkon dengan Bantuan Iradiasi Gelombang Mikro Shien, Ong Cong; Soewandi, Ami; Caroline, Catherin
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 4 No. 1 (2017)
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v4i1.2172

Abstract

Chalcone (1,3-diphenylprop-2-en-1-one) is a precursor compound of flavonoids that have two aromatic rings connected by three α, β-unsaturated carbons. Chalcone can be synthesized by the base-catalysed crossed aldol condensation (Claisen-Schmidt) using the reaction between aromatic aldehyde with aryl ketone. In this research, synthesize of 4-nitrochalcone and 2,4-dimethoxy-4’-nitrochalcone compounds with microwave irradiation assistance had been done. 4-nitrochalcone was synthesized from acetophenone and 4’-nitrobenzaldehyde, while 2,4-dimethoxy-4’-nitrochalcone was synthesized from 2,4-dimethoxyacetophenone and 4’-nitrobenzaldehyde. The purity of the synthesis compounds were shown from the data of melting point and thin layer chromatography. Identification of structure was shown from infrared spectral data and proton nuclear magnetic resonance. From the obtained results, 4-nitrochalcone and 2,4-dimethoxy-4’-nitrochalcone compounds can be synthesized by microwave irradiation assistance. The yield of 4’-nitrochalcone was 58.19%, while 2,4-dimethoxy-4’-nitrochalcone was 19.07%. The effect of methoxy groups (-OCH3) on acetophenoe ease the reaction of the formation of chalcone compounds in terms of yield of the synthesis product.
Perbandingan Sintesis Antara Senyawa 2'-Nitrokhalkon dan 2,4-Dimetoksi-2'-Nitrokhalkon dengan Bantuan Iradiasi Gelombang Mikro Putri, Navyanti Firda; Soewandi, Ami; Budiati, Tutuk
Jurnal Farmasi Sains dan Terapan (Journal of Pharmacy Science and Practice) Vol. 6 No. 2 (2019)
Publisher : Faculty of Pharmacy, Widya Mandala Surabaya Catholic University, Indonesia

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.33508/jfst.v6i2.2238

Abstract

The purposes of this research were to find out the influence of a methoxy group to the result percentage reaction and synthesize derivatives of chalcone from derivatives of acetophenone and 2-nitrobenzaldehyde. The purity analysis of the synthesized result was determined by melting point assay and thin layer chromatography, while the identification of the structure was determined by spectrophotometry, infrared pectrophotometry and nuclear magnetic resonance (H-NMR). In the synthesis of compounds formed 3-hydroxy-3- (2-nitrophenyl)-1-fenilpropan-1one and 3-hydroxy-1-(2,4-dimetoksifenil)propan-1-on. The synthesis results obtained an average percentage yield synthesis of 3-hydroxy-3-(2-nitrophenyl)-1-phenylpropan-1-on with the conventional method and with the aid of microwave irradiation amounted to 60.45% and 32.36%. The percentage results of the synthesis for compounds 3-hydroxy-1-(2,4-dimethoxyphenyl)-3-(2-nitrophenyl)propan-1-on with the conventional method and with the aid of microwave irradiation amounted to 11.51% and 5.57%. The influence of methoxy groups can decrease the reactivity of acetophenone.
Microwave-assisted Synthesis of Bis(4-hydroxy-3-methoxybenzylidene)cyclopentanone using Ba(OH)2.8H2O as a Base Catalyst Gunawan, Maggie Anastasya; Budiati, Tutuk; Soewandi, Ami
JURNAL FARMASI DAN ILMU KEFARMASIAN INDONESIA Vol. 13 No. 1 (2026): JURNAL FARMASI DAN ILMU KEFARMASIAN INDONESIA
Publisher : Universitas Airlangga

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20473/jfiki.v13i12026.12-19

Abstract

Background: Synthetic curcumin analogs have been widely studied due to their pharmacological activity. One of the curcumin analog compounds, namely 2,5-bis(4-hydroxy-3-methoxybenzylidene)cyclopentanone (HM-BCP), which has more potent anti-inflammatory activity than curcumin.. In the synthesis process, the presence of the OH-phenolic group is still a problem to maximize the reaction condition. The use of strong base catalysts may cause unwanted side reactions with the phenolic OH group present in the substrate. Therefore, barium hydroxide was used as the catalyst because it has lower basicity than NaOH, which is commonly used in this reaction. Objective: This study aims to synthesize HM-BCP using Ba(OH)2.8H2O as a catalyst in several concentrations. The reaction was assisted by microwave irradiation. Methods: Synthesis of HM-BCP from cyclopentanone and vanillin via Claisen-Schmidt condensation in alkalis condition. Cyclopentanone, vanillin, and Ba(OH)₂·8H₂O were mixed for 15 min, followed by microwave irradiation (480 W, 10 min). The reaction mixture was stirred for 5 min after each minute of irradiation. The reaction product was analyzed by TLC to determine the area percent ratio of the starting material (vanillin), and HM-BCP. The purity of the synthesized products were tested using TLC and melting point determination, while structure identification by IR and H-NMR spectroscopic methods. Results: The use of 2–4 molEq of Ba(OH)₂ as the catalyst in the synthesis of HM-BCP produced relative percentage areas of 11.4%, 15.8%, and 20.9%, respectively. Conclusion: Barium hydroxide has been shown to act as a catalyst in the synthesis of HM-BCP via Claisen-Schmidt condensation but optimization of reaction conditions is needed.