反応 #1854127

反応方程式

phosphate

methyl 3-(bromomethyl)-2-thenoate

sodium acetate

→

title compound

収率 79.0%

Methyl 3-(acetoxymethyl)-2thenoate

収率 79.0%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.STIRRINGstirred at 40° C. for 1 hour
2. 2
   抽出the product was extracted with ethyl acetate
3. 3
   洗浄The organic layer was washed three times with water
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

To a solution of methyl 3-(bromomethyl)-2-thenoate (described in Tetrahedron Lett., 22, 5097-5100, (1981); 6.80 g, 28.9 mmol) in N,N-dimethylformamide (80 ml) was added sodium acetate (7.12 g, 86.8 mmol). The mixture was stirred at room temperature for 24 hours, and then stirred at 40° C. for 1 hour. A phosphate buffer solution (pH 7, 100 ml) was added to the reaction mixture, and the product was extracted with ethyl acetate. The organic layer was washed three times with water, and the solvent was distilled off under reduced pressure. The residue was subjected to chromatography on a silica gel (150 g) column (eluent; ethyl acetate:hexane=1:10˜1:1) to afford the title compound (4.89 g, 79% yield) as a colorless solid (mp. 42-43° C.).

出典