反应 #57981

反应方程式

NaOH

Sodium hydride

2,2,2-Trifluoroethanol

hydrochloric acid

3-bromomethylbenzofuran-2-carboxylic acid methyl ester

→

3-(2,2,2-trifluoroethoxymethyl)benzofuran-2-carboxylic acid

溶剂

DMF

反应条件

后处理

1. 1
   workup.STIRRINGafter stirring the reaction mixture for 15-20 min.
2. 2
   workup.STIRRINGthe reaction mixture was stirred for 10-15 min
3. 3
   萃取the product was extracted with EtOAc
4. 4
   浓缩concentrated in vacuo

实验过程

Sodium hydride (15 mg, 0.56 mmol) was suspended in anhydrous DMF and stirred under N2(g). 2,2,2-Trifluoroethanol (270 μL, 3.7 mmol) was added and after stirring the reaction mixture for 15-20 min., 3-bromomethylbenzofuran-2-carboxylic acid methyl ester was added. After 8 h, 1N NaOH (aq.) was added and the reaction mixture was stirred for 10-15 min. The reaction mixture was acidified reaction to pH 3 with aqueous hydrochloric acid and the product was extracted with EtOAc. The organic layer was dried organic over Na2SO4 and concentrated in vacuo to give 3-(2,2,2-trifluoroethoxymethyl)benzofuran-2-carboxylic acid (38 mg) which was then used without purification.

来源