Chloroform → HCID 59409903, compound

Participants

Reaction Conditions

Reaction Steps

To a 250 ml round bottom flask was added (2S)-1-(benzylamino)-3-chloropropan-2-ol (1.0 g, 5 mmol, INTERMEDIATE 12), chloroform (15 ml), and diisopropylamine (3.23 g, 25 mmol). To this was added carbonyldiimidazole (1.63 g, 10 mmol), and the mixture was heated to 45° C. for 15 h. The reaction then was diluted with dichloromethane (25 ml) and washed with water. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo to provide a pale tan residue. The product was isolated on silica gel eluting with a gradient of ethyl acetate in hexanes from 0% to 100% to provide 750 mg of product as colorless oil. Mass spectrum (ESI) 226.1 (M+1).

Provenance & Evidence