Hydrochloric Acid → methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride

HRID 1746343Notes

Reaction equation

HRID 1746343 reaction equation
[ClH:1].[NH2:2][C@@H:3]([C:11]([OH:13])=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[C:14]1(C)C=CC=CC=1>>[ClH:1].[CH3:14][O:12][C:11](=[O:13])[C@@H:3]([CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[NH2:2]

Participants

4

Conditions

Temperature
27.5 °C

Procedure

To a 20% solution of ethanolic HCl (75 ml), was charged D-Phenyl alanine (15 grams, 0.090 moles). The reaction mass was further stirred for 48 to 50 hours at 25-30° C. (the reaction does not go to completion, shows 10-12% of unreacted D-Phenyl alanine) and concentrated at 50° C. under reduced pressure to form the residue. The residue was stirred in toluene (100 ml). The solid was isolated by filtration, washed with toluene (2×25 ml) and dried at 50-55° C. under vacuum to yield the desired product.

Workup

  1. concentrationconcentrated at 50° C. under reduced pressure
  2. customto form the residue
  3. customThe solid was isolated by filtration
  4. washwashed with toluene (2×25 ml)
  5. customdried at 50-55° C. under vacuum

Sources & evidence

ORD record
ord-eb9a78c18f184423ad1dc39bd191761b
Source dataset
uspto-grants-2015_10
Patent number
US09150499B2

Reaction notes

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