Dimethylamine → 4-hydroxy-N,N-dimethyl-4-phenyl-butyramide

HRID 413203Notes

Reaction equation

HRID 413203 reaction equation
[C:1]1([CH:7]2[O:12][C:10](=[O:11])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][NH:14][CH3:15]>C1COCC1>[OH:12][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:8][CH2:9][C:10]([N:14]([CH3:15])[CH3:13])=[O:11]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13884gamma-Phenyl-gamma-butyrolactone

Product 1

HCID 130008194-hydroxy-N,N-dimethyl-4-phenyl-butyramide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of γ-phenyl-γ-butyrolactone (4.84 g, 29.8 mmol) in 200 ml of a 2 molar solution of dimethylamine in THF was stirred under a nitrogen atmosphere at room temperature for 2 days. The solvent was removed under reduced pressure to give 6.26 g of 4-hydroxy-N,N-dimethyl-4-phenyl-butyramide as a light brown oil, MS [M+H]+ m/e 208.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-8be19e4529674ff490614627af3e8b0f
Source dataset
uspto-grants-2003_05
Patent number
US06566375B1

Reaction notes

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