反应 #710487

反应方程式

N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide

sodium hydroxide

→

N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethylidene}-2-(trifluoromethyl)benzamide

收率 17.1%

溶剂

methanol

反应条件

后处理

1. 1
   workup.ADDITION1 mL of concentrated bleach was added to the reaction mixture at room temperature
2. 2
   萃取was then extracted twice with diethyl ether
3. 3
   干燥The combined organic phases were dried over magnesium sulphate
4. 4
   浓缩concentrated in vacuo
5. 5
   其他to yield 1.41 g of crude product which
6. 6
   其他was purified by chromatography on silica gel with ethyl acetate/heptane (3/7 v/v)
7. 7
   洗涤as eluting phase

实验过程

2.00 g of N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide (Int-5), (known from WO 2004/016088), were dissolved in 20 mL of methanol. 1 mL of concentrated bleach was added to the reaction mixture at room temperature. The reaction mixture was stirred for 24 hours at room temperature. 20 mL of a 1N aqueous solution of sodium hydroxide were added to the reaction mixture which was then extracted twice with diethyl ether. The combined organic phases were dried over magnesium sulphate, concentrated in vacuo to yield 1.41 g of crude product which was purified by chromatography on silica gel with ethyl acetate/heptane (3/7 v/v) as eluting phase. 340 mg (17%) of desired N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethylidene}-2-(trifluoromethyl)benzamide (Int-6) were obtained, [M+1]=395.

来源