Sodium Hydroxide → HCID 68643973, compound

Participants

Reaction Steps

To a solution of (S)-(1-(4-methoxy-2,6-dimethylphenylsulfonyl)pyrrolidin-2-yl)methanol (2.7 g, 9.0303 mmol) in dichloromethane (45 ml) was added 35% aq NaOH solution (45 ml) followed by addition of tetra-n-butylammonium chloride (290 mg, 0.09308 mmol). The reaction mixture was stirred for 15 min at room temperature. Then it was cooled to 0° C. and tert-butyl 2-bromoacetate (1.7 ml, 10.83 mmol) was added and the mixture stirred for 2 h at room temperature. After completion of the reaction the organic layer was separated and washed with water and brine. The organic layer was dried over sodium sulfate and purified by column chromatography. Yield: 81%.

Provenance & Evidence