p-Toluenesulfonic acid monohydrate → HCID 57863119, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-bromo-3-methoxymethoxy-5-(propane-2-sulfonyl)-benzene (840 mg, 2.59 mmol) in THF (24.4 mL) and methanol (40 mL) was added p-toluenesulfonic acid hydrate (150 mg, 0.78 mmol) at room temperature. Then, the resulting solution was heated to 70° C. and stirred for 2 days. Then, the reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. The crude residue which was purified by using an ISCO 40 g column chromatography, eluting with 5-30% ethyl acetate in hexanes to isolate 3-bromo-5-(propane-2-sulfonyl)-phenol (354 mg, 49%) as a viscous oil: ES(+)-HRMS m/e calcd for C9H11BrO3S (M+Na)+ 300.9504, found 300.9505.

Provenance & Evidence