Hydrochloric Acid → HCID 86679532, compound

Participants

Reaction Steps

To a solution of methyl 2-hydroxy-5-(methylsulfonamido)benzoate (6.8 g, 27.72 mmol) in CH3CN (200 ml), (bromomethyl)cyclopropane (5.62 g, 41.58 mmol) and K2CO3 (7.66 g, 55.4 mmol) were added, and the reaction was stirred at RT for 4 days. The reaction mixture was poured into ice-water (400 ml), acidified with HCl 36% (pH=1) and extracted with EtOAc. The organic layer was dried over Na2SO4 and evaporated to dryness. The resulting crude was purified by chromatography on silica gel column (petroleum ether:EtOAc=4:1) affording methyl 5-(N-(cyclopropylmethyl)methylsulfonamido)-2-hydroxybenzoate (6 g, 20.32 mmol, 73.3% yield).

Provenance & Evidence