Triethylamine → HCID 58157312, compound

HRID 2196186Notes

Reaction equation

HRID 2196186 reaction equation
[CH2:1]([N:3]([CH2:14][CH3:15])[C:4](=[O:13])[CH:5]([OH:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:2].CCN(CC)CC.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[CH2:14]([N:3]([CH2:1][CH3:2])[C:4]([C@@H:5]([O:12][S:24]([CH3:23])(=[O:26])=[O:25])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:13])[CH3:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 121583N,N-Diethyl-2-hydroxy-2-phenylacetamide

Product 1

HCID 58157312HCID 58157312, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N,N-diethyl-2-hydroxy-2-phenyl-acetamide (0.18 g, 0.9 mmol), Et3N (0.36 mL, 2.6 mmol), and CH2Cl2 (10 mL) at 0° C. was added methane sulfonyl chloride (0.08 mL, 1.0 mmol). After stirring for an hour, the reaction mixture was quenched with H2O (5 mL) and extracted with CH2Cl2 (3×25 mL). The orgranic extracts were combined, dried (Na2SO4), and the solvent was evaporated under reduced pressure. Chromatography of the resulting residue (Si02: EtOAc:Hex) yielded the title compound.

Workup

  1. customthe reaction mixture was quenched with H2O (5 mL)
  2. extractionextracted with CH2Cl2 (3×25 mL)
  3. dry with materialdried (Na2SO4)
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7b6bd6190bbb4c5f811a1c7c6ef634d0
Source dataset
uspto-grants-2012_12
Patent number
US08338426B2

Reaction notes

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