17890-55-0

17890-56-1

The general procedure for the synthesis of 1-benzothiophene-2-methanol using ethyl benzo[b]thiophene-2-carboxylate as a starting material was as follows: lithium aluminum hydride (712 mg) was suspended in dry tetrahydrofuran (15 mL) and cooled to 0°C in an ice bath. At this temperature, a solution of ethyl benzo[b]thiophene-2-carboxylate (2.06 g, 10 mmol) in tetrahydrofuran (15 mL) was slowly added dropwise. After the dropwise addition was completed, the reaction was kept at 0°C and stirring was continued for 1 hour. Subsequently, the reaction was quenched by careful addition of 1N hydrochloric acid (150 mL) and stirring was continued for 15 minutes. The reaction mixture was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the white crystalline product 1-benzothiophene-2-methanol (1.51 g, 92% yield). The product was characterized by 1H-NMR (CDCl3, 270 MHz) with chemical shifts of δ= 7.86-7.67 (m, 2H), 7.42-7.20 (m, 3H), 4.91 (s, 2H), 2.02 (bs, 1H).