Citation: CHEN Shaorui, SHEN Fengjuan. Synthesis of 4-Methyl-4-aza-21E-benzylidene-5-pregnene-3, 20-dione[J]. Chinese Journal of Applied Chemistry, ;2017, 34(6): 671-675. doi: 10.11944/j.issn.1000-0518.2017.06.160354 shu

Synthesis of 4-Methyl-4-aza-21E-benzylidene-5-pregnene-3, 20-dione

CHEN Shaorui ^*,, ,
SHEN Fengjuan

College of Science, Hebei University of Science and Technology, Shijiazhuang 050018, China

Corresponding author: CHEN Shaorui, sjz_wgq@126.com
Received Date: 5 September 2016
Revised Date: 14 November 2016
Accepted Date: 28 December 2016

Fund Project: Natural Science Foundation of Hebei Province B2012208036

Figures(2)

The method of synthesis of 4-methyl-4-aza-21E-benzylidene-5-pregnene-3, 20-dione catalyzed by KF/Al₂O₃ was reported. 4-Methyl-4-aza-5-pregnene-3, 20-dione, as a key intermediate, was synthesized by cleavage of A-ring and ring-closure from progesterone and which was then converted to the target product through Claisen condensation catalyzed by KF/Al₂O₃. The effects of different catalysts, reaction temperature and catalyst dosage were investigated. 56%~68% yields are obtained under optimal conditions:n(3):n(KF/Al₂O₃)=1:1, reaction time 4 h under reflux. This study provides a simple and efficient approach to the synthesis of 4-aza-steroidal benzylidene derivatives.
- potassium fluoride/aluminum oxide,
- condensation reaction,
- benzylidene steroidal derivatives
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