Methanesulfonyl chloride → 221341-42-0

HRID 1169934Notes

Reaction equation

HRID 1169934 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]=1

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 758181-Phenethylamine, (-)-

Product 1

HCID 380740221341-42-0

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

  1. customThe reaction was quenched with water (20 mL)
  2. additionthe organic layer was diluted with CH2Cl2 (100 mL)
  3. washwashed with water and brine
  4. customseparated
  5. dry with materialdried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cc3f89ebc86a4743a1323c4afc3e874e
Source dataset
uspto-grants-2010_11
Patent number
US07825151B2

Reaction notes

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