反应详情

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).

1. additionAfter the completion of the addition
2. customThe reaction mixture is quenched with water (15 mL) at −40° C.
3. stirringthe mixture is agitated for 30 minutes at room temperature
4. filtrationThe reaction mixture is filtered through diatomaceous earth
5. dry with materialThe filtrate is dried over sodium sulfate
6. concentrationconcentrated