Water → HCID 7270101, compound

Participants

Reaction Steps

(1S)-2-Methoxy-1-methylethylamine (7.34 g, 82.4 mmol) and N-ethyl-N,N-diisopropylamine (19.1, 110 mmol) was added dropwise over 20 min to a cooled (0° C.) solution of 4-bromobenzenesulfonyl chloride (14.0 g, 55 mmol) in methylene chloride (200 mL). The reaction mixture was allowed to stir for 1 h. Water was added and the mixture was washed, twice, with HCl (1 M) and once with saturated aqueous sodium hydrogen carbonate. The organic phase was dried over sodium sulfate and evaporated to give 15.1 g, (94% yield) of the title compound: 1H NMR (CDCl3, 400 MHz) δ 7.76 (d, J=8 Hz, 2H), 7.65 (d, J=8 Hz, 2H), 4.97 (m, 1H), 3.46 (m, 1H), 3.23 (m, 5H), 1.12 (d, J=7 Hz, 3H); MS (ESI) m/z 308 and 310 (M++1)

Provenance & Evidence