Synthesis of Dibenzylidene Acetone via Aldol Condensation of Diacetone Alcohol with Substituted Benzaldehydes

被引:1
作者
Kulkarni, Pramod [1 ]
Totre, Ganesh
机构
[1] Hutatma Rajguru Mahavidyalaya, Post Grad Ctr Organ Chem, Pune 410505, Maharashtra, India
来源
ORBITAL-THE ELECTRONIC JOURNAL OF CHEMISTRY | 2019年 / 11卷 / 05期
关键词
aldol condensation; aromatic aldehyde; calcium hydroxide; diacetone alcohol; dibenzylidene acetone; EFFICIENT SYNTHESIS; CALCIUM HYDROXIDE; CHALCONES; ALDEHYDES; CATALYST; CURCUMIN; KETONES;
D O I
10.17807/orbital.v11i5.1388
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aldol condensation between diacetone alcohol and substituted benzaldehyde using calcium hydroxide as a base was investigated. Reaction of diacetone alcohol with benzaldehyde in the presence of base formed 4-benzylidene-5-hydroxy-5-methyl-1-phenylhex-1-en-3-one, which then converted into dibenzylidene acetone. The advantages of this method include high yield, use of inexpensive catalyst, easy workup, and simple purification process.
引用
收藏
页码:292 / 296
页数:5
相关论文
共 30 条
[1]   SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 2'-HYDROXYCHALCONES AND FLAVONES AS INHIBITORS OF INFLAMMATORY MEDIATORS GENERATION [J].
BALLESTEROS, JF ;
SANZ, MJ ;
UBEDA, A ;
MIRANDA, MA ;
IBORRA, S ;
PAYA, M ;
ALCARAZ, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) :2794-2797
[2]  
Bora U, 2005, INDIAN J CHEM B, V44, P2523
[3]   Ultrasound accelerated Claisen-Schmidt condensation:: A green route to chalcones [J].
Calvino, V. ;
Picallo, M. ;
Lopez-Peinado, A. J. ;
Martin-Aranda, R. M. ;
Duran-Valle, C. J. .
APPLIED SURFACE SCIENCE, 2006, 252 (17) :6071-6074
[4]   Synthesis of 1,5-dinitroaryl-1,4-pentadien-3-ones under ultrasound irradiation [J].
Ding Liqin ;
Wang Wei ;
Zhang Aiqing .
ULTRASONICS SONOCHEMISTRY, 2007, 14 (05) :563-567
[5]   Potent antimitotic and cell growth inhibitory properties of substituted chalcones [J].
Ducki, S ;
Forrest, R ;
Hadfield, JA ;
Kendall, A ;
Lawrence, NJ ;
McGown, AT ;
Rennison, D .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (09) :1051-1056
[6]   An efficient synthesis of chalcones based on the Suzuki reaction [J].
Eddarir, S ;
Cotelle, N ;
Bakkour, Y ;
Rolando, C .
TETRAHEDRON LETTERS, 2003, 44 (28) :5359-5363
[7]   Chalcones: An update on cytotoxic and chemoprotective properties [J].
Go, ML ;
Wu, X ;
Liu, XL .
CURRENT MEDICINAL CHEMISTRY, 2005, 12 (04) :483-499
[8]  
Greenwood N. N., 1984, Chemistry of the Elements
[9]   Facile Synthesis of Pyranoxanthones, Dihydropyranoxanthones, and Their Analogues [J].
Hari, Gala Sri ;
Lee, Yong Rok .
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (08) :2949-2954
[10]   THE SYNTHESIS OF 1-PHENYL-3-METHYL-4-ACYL-PYRAZOLONES-5 [J].
JENSEN, BS .
ACTA CHEMICA SCANDINAVICA, 1959, 13 (08) :1668-1670