Sodium borohydride → 4-Ethyl-2-thiophenemethanol

Participants

Reaction Steps

To a stirred solution of 4-ethyl thiophene-2-carbaldehyde (2.48 g, 17.7 mmol) in methanol (10 ml) at 0° C. is added sodium borohydride (707 mg, 18.7 mmol) in one portion. The resultant solution is allowed to warm to ambient and stirred at room temperature for 40 minutes. Reaction is concentrated in vacuo, quenched with saturated aqueous ammonium chloride solution (100 ml) and extracted with chloroform (100 ml). The organics are dried over magnesium sulphate, filtered and concentrated to give a light brown oil, which is purified by flash chromatography on silica gel to give (4-ethyl-thiophen-2-yl)methanol as a clear oil (1.87 g).

Provenance & Evidence