Diisobutylaluminumhydride → HCID 67235638, compound

Participants

Reaction Steps

To a solution of 5-bromomethyl-3-methoxy-thiophene-2-carboxylic acid methyl ester (1.4 g, 5.2 mmol) in anhydrous dichloromethane (50 mL) is added diisobutyl aluminum hydride (1M in hexane, 21.0 mL, 21.1 mmol) dropwise at −78° C. After the completion of the addition, the mixture is warmed to room temperature and stirred for 2 hours. The reaction mixture is quenched with water (15 mL) at −40° C. and the mixture is agitated for 30 minutes at room temperature. The reaction mixture is filtered through diatomaceous earth. The filtrate is dried over sodium sulfate and concentrated, to give the title compound as a pale yellow liquid (1.2 g, 96%). 1H NMR (400 MHz, d6 DMSO) 7.46 (s, 1H), 4.58 (s, 2H), 3.84 (s, 3H), 3.73 (s, 2H).

Provenance & Evidence