Ethanolamine → HCID 43501950, compound

Participants

Reaction Steps

2,4-Difluorobenzenesulfonyl chloride (4 g, 18.81 mmol) in DCM (10 mL) was added slowly to a solution of ethanolamine (1.25 mL, 20.70 mmol) in DCM (200 mL) and 10% sodium hydroxide solution (200 mL) at 0° C. The reaction was allowed to warm to RT and stirred for 20 hours. The DCM layer was separated and the aqueous re-extracted into DCM (2×50 mL) then the combined organics discarded. The aqueous layer was acidified and extracted into DCM (4×100 mL) the combined organics washed with brine, dried (MgSO4), filtered and reduced in vacuo to give the desired compound as a white solid (0.7 g). 1H NMR δ (CDCl3): 1.75 (s, 1H), 3.17 (q, 2H), 3.72-3.73 (m, 2H), 5.16 (s, 1H), 6.94-7.03 (m, 2H), 7.90-7.97 (m, 1H); m/z 236 (M−H)−

Provenance & Evidence