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Optimation of NaOH Catalyst Consentration on 1,3-Diphenyl-2-propen-1-on Synthesis Using Microwave-Assisted Organic Synthesis (MAOS) Method
Abstract
with a variation of NaOH catalyst concentration has been done. The purpose of this study was to determine the concentration of NaOH catalyst in the synthesis of 1,3-diphenyl-2-propen-1-on using MAOS method which produced optimal yield. The synthesis of 1,3-diphenyl-2-propen-1-on using benzaldehyde and acetophenone was carried out using the MAOS method with NaOH catalyst. The variation of NaOH catalyst concentration was 10%, 20%, 30%, and 40%. Microwave radiation was carried out at 140 watts for 20 seconds. The purity of the synthesized 1,3-diphenyl-2-propen-1-on was tested by melting point, TLC, and gas chromatography. The structure of the synthesized 1,3-diphenyl-2-propen-1-on was characterized by FTIR, GC-MS and NMR. The results showed that the compound 1,3-diphenyl-2-propen-1-on can be synthesized from benzaldehyde and acetophenone using MAOS method. The obtained yield at varying catalyst concentrations of 10, 20, 30 and 40% were (50.58±1.84%, (69.20±1.58)%, (84.55±1.50)% and (90.60±0.96)%, respectively. The concentration of 40% NaOH catalyst produces the most optimal yield of synthesis products.
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B. Evranos Aksöz and R. Ertan, “Chemical and structural properties of chalcones I,” Fabad J. Pharm. Sci., vol. 36, no. 4, pp. 223–242, 2011.
I. W. Suirta, “Sintesis senyawa kalkon serta uji aktivitas sebagai antioksidan,” J. Kim., vol. 10, no. 1, pp. 75–80, 2016.
M. R. Jayapal and N. Y. Sreedhar, “Anhydrous K2CO3 as catalyst for the synthesis of chalcones under microwave irradiation,” J. Pharm. Sci. Res., vol. 2, no. 10, pp. 644–647, 2010.
A. Shah, A. M. Khan, R. Qureshi, F. L. Ansari, M. F. Nazar, and S. S. Shah, “Redox behavior of anticancer chalcone on a glassy carbon electrode and evaluation of its interaction parameters with DNA,” Int. J. Mol. Sci., vol. 9, no. 8, pp. 1424–1434, 2008.
D. K. Mahapatra and S. K. Bharti, “Therapeutic potential of chalcones as cardiovascular agents,” Life Sci., vol. 148, pp. 154–172, 2016.
M. Wan L. Xub, L. Hua, A. Li, S. Li, W. Lu, Y. Pang, C. Cao, X. Liu, and P. Jiao, “Synthesis and evaluation of novel isoxazolyl chalcones as potential anticancer agents,” Bioorg. Chem., vol. 54, pp. 38–43, 2014.
R. H. Hans, E. M. Guantai, C. Lategan, P. J. Smith, B. Wan, S. G. Franzblau, J. Gut, P. J. Chibale, and K. R. H. Hans, “Synthesis, Rosenthal antimalarial and antitubercular activity of acetylenic chalcones,” Bioorganic Med. Chem. Lett., vol. 20, no. 3, pp. 942–944, 2010.
D. P. Belsare, S. C. Pal, A. A. Kazi, R. S. Kankate, and S. S. Vanjari, “Evaluation of antioxidant activity of chalcones and flavonoids,” Int. J. ChemTech Res., vol. 2, no. 2, pp. 1080–1089, 2010.
K. V. Gaikwad, S. V. Gaikwad, S. B. Jadhav, and S. D. Rathod, “Synthesis of some novel chalcones of phthalimidoester possessing good antiinflammatory and antimicrobial activity,” Indian J. Chem. - Sect. B Org. Med. Chem., vol. 49, no. 1, pp. 131–136, 2010.
Z. Nowakowska, “A review of anti-infective and anti-inflammatory chalcones,” European Journal of Medicinal Chemistry, vol. 42, no. 2. pp. 125–137, 2007.
R. Revathi, C. Ratna Sreem, R. Jayakumar, D. Visagaperuma, and N. Anbalagan, “Microwave assisted synthesis and biological activity of certain 4-hydroxy chalcones,” Pharmacophore, vol. 4, no. 2, pp. 59–69, 2013.
M. S. Rao, J. Kotesh, R. Narukulla, and H. Duddeck, “Synthesis and spectroscopic characterization of some chromanochalcones and their dihydro derivatives,” vol. 2004, no. xiv, pp. 96–102, 2004.
V. Calvino, M. Picalloa, A. J. López-Peinadoa, R. Martín-Aranda, and C. J. Durán-Valle, “Ultrasound accelerated Claisen–Schmidt condensation: A green route to chalcones,” Appl. Surf. Sci., vol. 252, no. 17, pp. 6071–6074, 2006.
N. Harmastuti, R. Herowati, D. Susilowati, H. D. Pranowo, and S. Mubarika, “Synthesis and cytotoxic activity of chalcone derivatis on human breast cancer lines,” vol. 12, no. 3, pp. 261–267, 2012.
M. Chtourou, R. Abdelhédi, M. H. Frikha, and M. Trabelsi, “Solvent free synthesis of 1,3-diaryl-2-propenones catalyzed by commercial acid-clays under ultrasound irradiation,” Ultrason. Sonochem., vol. 17, no. 1, pp. 246–249, 2010.
P. Lindstrom, J. Tierney, B. Wathey, and J. Westman, “Microwave-assisted green organic synthesis- A review,” Tetahedron, vol. 57, pp. 9225–9283, 2001.
Suzana, K. Amalia, M. I. S. M. Rudyanto, H. Poerwono, and T. Budiati, “Sintesis khalkon dan derivatnya menurut reaksi kondensasi Claisen Schmidt dengan iradiasi gelombang mikro,” J. Farm. dan Ilmu Kefarmasian Indonesia, vol. 1, no. 1, pp. 24–27, 2014.
R. Dermawan, F. Firdaus, and N. H. Soekamto, “Efektivitas katalis asam-basa pada sintesis trans-1,3-difenil-2-propen-1-on melalui Reaksi kondensasi Claisen-Schmidt,” Univ. Hasanuddin, pp. 1–9, 2015.
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