Water → 2-(3-Hydroxymethylthiophen-3-yl)ethanol

Participants

Reaction Conditions

Reaction Steps

0.45 g of the compound obtained in Example 4 was dissolved in 10 mL of anhydrous tetrahydrofuran, and the resulting solution was cooled to −2° C. 3.7 mL of 2M solution of borane-dimethylsulfide complex in tetrahydrofuran was slowly added thereto, and the resulting mixture was allowed to react for at least 1 hour at −1° C. The reaction mixture was warmed to room temperature and further added thereto was 3.7 mL of a 2M solution of borane-dimethylsulfide complex in tetrahydrofuran. The resulting mixture was kept at room temperature for 2 hours, and cooled to 0° C. After adding water thereto, the resulting solution was extracted three times with 15 mL portions of ethyl acetate, and the organic layers were combined, washed with 20 ml of water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 0.22 g (yield of 57%) of the title compound as an oil.

Provenance & Evidence