Hydrochloric Acid → (6-Butylbenzofuran-2-yl)methanol

Participants

Reaction Conditions

Reaction Steps

Methyl-6-butylbenzofuran-2-carboxylate (118 mg, 0.51 mmol) was dissolved in 2 mL of anhydrous ether, flushed with argon and cooled to 0° C. Powdered lithium aluminum hydride (21 mg, 0.56 mmol) was added and the resulting suspension stirred vigorously for 2 h at 0° C. The mixture was poured into 25 mL of 1 N hydrochloric acid and extracted with ether (3×20 mL). The combined ether extracts were dried over magnesium sulfate, filtered and concentrated. The crude mixture was subjected to chromatography on silica gel with gradient elution (5-20% ethyl acetate in hexanes) to give (6-butylbenzofuran-2-yl)methanol (85 mg, 82%) as an oil. Used without further characterization.

Provenance & Evidence