Hydrochloric Acid → (S)-2-Amino-3,3-diphenylpropanoic acid hydrochloride

HRID 1614701Notes

Reaction equation

HRID 1614701 reaction equation
[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C@@H:8]([C:10]([O-:12])=[O:11])[NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:19]>>[ClH:19].[C:1]1([CH:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C@@H:8]([C:10]([OH:12])=[O:11])[NH2:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 867466743,3-Diphenylalaninate

Product 1

HCID 70136519(S)-2-Amino-3,3-diphenylpropanoic acid hydrochloride

Procedure

Crude ethyl N-(diphenylmethylene)-DL 3,3-diphenylalaninate is added to 2.5 L of 6N hydrochloric acid solution and heated at reflux for 6 hours. The reaction mixture is allowed to cool to room temperature overnight. The product is collected, washed with water (3×), diethyl ether (4×), and dried at 50° C./200 mm Hg. This affords 93.6 g of the title compound as a white crystalline material; mp >210° C. (dec).

Workup

  1. temperatureheated
  2. temperatureat reflux for 6 hours
  3. customThe product is collected
  4. washwashed with water (3×), diethyl ether (4×)
  5. customdried at 50° C./200 mm Hg

Sources & evidence

ORD record
ord-9c2534b2f07d4218a28dae310e666a38
Source dataset
uspto-grants-1993_03
Patent number
US05198548

Reaction notes

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