Lithium Hydroxide → HCID 86679534, compound

Participants

Reaction Steps

Methyl 2-(tert-butoxycarbonyloxy)-5-(N-(cyclopropylmethyl)-methylsulfonamido)benzoate (6 g, 15.02 mmol) was dissolved in THF (50 ml); LiOH 2M (15.02 ml, 30.0 mmol) was added; and the mixture was stirred at RT for 24 hours. The volatiles were removed under vacuum, and the residue was dissolved in water, neutralized with HCl 1M (pH 6) and extracted with EtOAc. The organic layer was dried over Na2SO4 and evaporated to dryness. The resulting crude was purified by flash chromatography on silica gel column (DCM:MeOH=10:0.5) affording 2-(tert-butoxycarbonyloxy)-5-(N-(cyclopropylmethyl)methylsulfonamido)benzoic acid (3 g, 7.78 mmol, 51.8% yield, MS/ESI+ 407.9 [MNa]+).

Provenance & Evidence