Sodium Hydroxide → 2,2-Dimethyl-N-[(1R)-1-phenylethyl]propanamide

HRID 1250352Notes

Reaction equation

HRID 1250352 reaction equation
[OH-].[Na+].[C:3]1([C@H:9]([NH2:11])[CH3:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>O>[C:3]1([C@H:9]([NH:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[CH3:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 62493Pivaloyl chlorideHCID 6431891-Phenethylamine, (+)-

Product 1

HCID 69517442,2-Dimethyl-N-[(1R)-1-phenylethyl]propanamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 1,300 ml of water is dissolved 130 g of sodium hydroxide and in the solution is suspended 188 g of (1R)-1-phenylethylamine, after which 287 ml of pivaloyl chloride is dropwise added to the suspension at 20° C. over 40 minutes. The resulting mixture is stirred at the same temperature for 1.5 hours and the crystals deposited are collected by filtration to obtain 289 g of N-[(1R)-1-phenylethyl]-2,2-dimethylpropanamide.

Workup

  1. filtrationthe crystals deposited are collected by filtration

Sources & evidence

ORD record
ord-3e09daed7ac248558ed00ad0f1cb0078
Source dataset
uspto-grants-2002_01
Patent number
US06337399B1

Reaction notes

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