Ammonia → HCID 22792277, compound

HRID 1283946Notes

Reaction equation

HRID 1283946 reaction equation
Br[CH:2]([CH3:15])[C:3]([NH:5][C:6]([CH3:14])([CH3:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[NH3:16]>C(O)C>[CH3:13][C:6]([NH:5][C:3](=[O:4])[C@H:2]([CH3:15])[NH2:16])([CH3:14])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 215169672-Bromo-N-(2-phenylpropan-2-yl)propanamide

Product 1

HCID 22792277HCID 22792277, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-bromo-N-(α,α-dimethylbenzyl)propionamide (24.0 g; 0.088 mole) in ethanol (500 ml) was cooled to 0°C. The solution was saturated with ammonia (5 hours). Stirring was continued at room temperature for about 7 days. The solvent was removed under vacuum. The oily residue was taken up in benzene. The benzene phase was extracted with 5N HCl. The aqueous phase was washed with ether, made alkaline with 5N NaOH, saturated with NaCl and extracted several times with benzene. The benzene solution was dried over anhydrous Na1SO4 and the solvent was evaporated. The N1 -(α,α-dimethylbenzyl)alanineamide was obtained as an almost colourless oil. Yield: 14.6 g (79.8 %).

Workup

  1. customThe solvent was removed under vacuum
  2. extractionThe benzene phase was extracted with 5N HCl
  3. washThe aqueous phase was washed with ether
  4. extractionsaturated with NaCl and extracted several times with benzene
  5. dry with materialThe benzene solution was dried over anhydrous Na1SO4
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c2d63f9f36144c0e9779555d70fcbb70
Source dataset
uspto-grants-1976_08
Patent number
US03976771

Reaction notes

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