Ethyl (1-benzothiophen-3-yl)acetate → 2-(Benzo[b]thiophen-3-yl)ethanol

Participants

Reaction Steps

To a stirred suspension of LiAlH4 (200 mg, excess) in THF at 0° C., ethyl(-1-benzothiophene-3-yl)acetate (1.1 g, 5 mmol) in THF (20 mL) was added slowly. After the addition, the reaction mixture was stirred at room temperature for 1 hr and quenched with saturated NH4Cl solution. The product was extracted with chloroform and washed well with water. It was dried over anhydrous MgSO4; filtered and concentrated. The product, 2-(1-benzothiophene-3-yl)ethanol, was obtained as white oil pure enough and taken to the next step without purification. Yield: 850 mg (95%); 179 (M+H).

Provenance & Evidence