2-(Carboxymethyl)thiophene-3-carboxylic acid → 2-(3-Hydroxymethylthiophen-2-yl)ethanol

Participants

Reaction Conditions

Reaction Steps

0.50 g of the compound obtained in Example 4 was dissolved in 10 mL of anhydrous tetrahydrofuran, and the resulting solution was cooled to −20° C. 4 mL of 1.5M solution of borane-tetrahydrofuran complex in tetrahydrofuran was slowly added thereto, and the resulting mixture was allowed to react for at least 1 hour at −10° C. The reaction solution was warmed to room temperature and 4.5 mL of 1.5M solution of borane-tetrahydrofuran complex in tetrahydrofuran was further added thereto. The resulting mixture was kept at room temperature for 1 hour. Thereafter, the procedure of Example 5 was repeated to obtain 0.37 g (yield of 87%) of the title compound as an oil.

Provenance & Evidence