Ammonia → (R)-Methyl 2-amino-3-phenylpropanoate

HRID 1746341Notes

Reaction equation

HRID 1746341 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:14])[C@@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].N>ClCCl>[CH3:2][O:3][C:4](=[O:14])[C@@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6]

Participants

4

Procedure

D-phenyl alanine methyl ester hydrochloride (130 grams, 0.6 moles) was stirred in dichloromethane (350 ml) at 25° C.±3° C. The reaction mass was then cooled to 10° C. and basified with aqueous ammonia (200 ml) at 10° C.±3° C. within 30 minutes. The reaction mass was further stirred and the organic phase was separated. The aqueous layer was extracted with MDC (300 ml). Combined organic phases were washed with water (300 ml), followed by saturated sodium chloride solution (300 ml). The organic phase was dried on sodium sulphate and concentrated at 35° C. under reduced pressure to obtain the product.

Workup

  1. customthe organic phase was separated
  2. extractionThe aqueous layer was extracted with MDC (300 ml)
  3. washCombined organic phases were washed with water (300 ml)
  4. customThe organic phase was dried on sodium sulphate
  5. concentrationconcentrated at 35° C. under reduced pressure
  6. customto obtain the product

Sources & evidence

ORD record
ord-dc0facbf92624011b4067186b1e6dbed
Source dataset
uspto-grants-2015_10
Patent number
US09150499B2

Reaction notes

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