Hydrochloric Acid → Methyl 3-bromo-5-(hydroxymethyl)benzoate

Participants

Reaction Steps

In 25 ml of tetrahydrofuran, was dissolved 10.00 g of dimethyl 3-bromoisophthalate. 1.66 g of sodium borohydride was added to the above solution and thereby a suspension was obtained. A mixed solution of 7.4 ml of methanol and 25 ml of tetrahydrofuran was slowly dropped into the resulting suspension. After completing the dropping, the reaction solution was refluxed for 30 minutes. A 1 M hydrochloric acid was added to the solution to quench the reaction. The resulting solution was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate. The solvent was removed under reduced pressure to afford 9.30 g of the title compound as a colorless oil quantitatively.

Provenance & Evidence