Methanol → HCID 20260932, compound

Participants

Reaction Steps

A solution of borane-tetrahydrofuran complex (150 ml. of 1M solution in THF) was added dropwise with stirring to a solution of 2-bromo-3-methylbenzo[b]thiophene-6-carboxylic acid (7.32 g.) in dry tetrahydrofuran (120 ml.) at 0° C. under an atmosphere of dry nitrogen. The solution was stirred at room temperature for 4 hours and then the excess borane was decomposed by the cautious addition of methanol. The solution was evaporated and the residue was dissolved in ether. The solution was washed with water, dried (Na2SO4) and evaporated to give a solid which was crystallized from ether/petrol (b.p. 40°-60°) to give 2-bromo-6-hydroxymethyl-3-methylbenzo[b]thiophene (5.70 g.), m.p. 91° C.

Provenance & Evidence