反応 #57981

反応方程式

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

溶媒

DMF

反応条件

後処理

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
   抽出the product was extracted with EtOAc
4. 4
   濃縮concentrated in vacuo

実験手順

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.

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