Methanesulfonyl chloride → N-(1-Phenylethyl)methanesulfonamide
Reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]1([C@@H:12]([NH2:14])[CH3:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[C:6]1([CH:12]([NH:14][S:2]([CH3:1])(=[O:4])=[O:3])[CH3:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1Participants
3
Procedure
TEA (2.90 mL, 20.9 mmol) and methanesulfonylchloride (2.0 g, 17.46 mmol). were added to a solution of (S)-1-phenyl-ethylamine Compound 3h1 (2.13 g, 17.46 mmol) at 0° C., under a N2 atmosphere. The mixture was stirred for 3 hrs, while warming to r.t. The reaction was quenched with water (20 mL) and the organic layer was diluted with CH2Cl2 (100 mL), washed with water and brine, separated and dried with anhydrous sodium sulfate, then filtered and concentrated in vacuo to yield N-(1-phenyl-ethyl)-methanesulfonamide Compound 3h2 as an oil.
Workup
- customThe reaction was quenched with water (20 mL)
- additionthe organic layer was diluted with CH2Cl2 (100 mL)
- washwashed with water and brine
- custom