Hydrochloric Acid → 3-Bromo-5-methoxybenzoic acid

Participants

Reaction Conditions

Reaction Steps

A 3-necked flask was charged with 3,5-dibromobenzoic acid (1.0 g, 3.6 mmol), 4 M sodium methoxide solution in methanol (1.2 mL, 4.8 mmol), N,N-dimethylformamide (1.2 mL). The mixture was heated at 110° C. and then copper(I) bromide (51 mg, 0.36 mmol) was added. The mixture was stirred at 110° C. over 4 days. After cooling, the mixture was poured into 1N aq. HCl and adjusted to low pH, extracted with CH2Cl2. The organic layer was dried over Na2SO4, concentrated to dryness. The crude product was used for the next step reaction without further purification. LC-MS: 231.2 [M−1]−.

Provenance & Evidence