(R)-2-Amino-2-phenylacetic acid hydrochloride → D-Phenylglycinamide

HRID 983354Notes

Reaction equation

HRID 983354 reaction equation
Cl.[NH2:2][C@H:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4](O)=[O:5].O.[NH4+:14]>O1CCOCC1>[NH2:2][C@H:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([NH2:14])=[O:5]

Participants

4

Reactant 2

HCID 12238435(R)-2-Amino-2-phenylacetic acid hydrochlorideHCID 22024077Azanium;hydrate

Product 1

HCID 729987D-Phenylglycinamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.025 g (15 mmol) of (2R)-2-amino-2-phenylethanoate hydrochloride were suspended in 45 ml of dioxane and 45 ml of aqueous ammonium hydrate were added. After 8 hours at room temperature under stirring the solvent was evaporated and the residue redissolved with chloroform and washed with water. The organic layer was concentrated to afford 1.7 g of the title compound as a white solid.

Workup

  1. customwas evaporated
  2. dissolutionthe residue redissolved with chloroform
  3. washwashed with water
  4. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-a3d0077f49a64f819e1128169af6a49a
Source dataset
uspto-grants-2005_03
Patent number
US06863647B2

Reaction notes

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