Methanol → Methyl 3-amino-3-phenylpropionate

HRID 1645240Notes

Reaction equation

HRID 1645240 reaction equation
S(Cl)(Cl)=O.[NH2:5][CH:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:7][C:8]([OH:10])=[O:9].[CH3:17]O>>[NH2:5][CH:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:7][C:8]([O:10][CH3:17])=[O:9]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 69189DL-beta-Phenylalanine

Product 1

HCID 2755328Methyl 3-amino-3-phenylpropionate

Procedure

Thionyl chloride (19.1 g, 162 mmol) was added dropwise to a solution, cooled to 0° C., of 3-amino-3-phenylpropionic acid (8.9 g, 54 mmol) in methanol (150 ml). The reaction mixture was then stirred for 12 h under reflux (TLC control). The solvent was removed completely and the residue was dried in vacuo. The crude product was used in the next stage without being purified further.

Workup

  1. temperatureunder reflux (TLC control)
  2. customThe solvent was removed completely
  3. customthe residue was dried in vacuo
  4. customwithout being purified further

Sources & evidence

ORD record
ord-8a0ff00a39ed4bb98fc5f37cbcec0487
Source dataset
uspto-grants-2012_02
Patent number
US08124624B2

Reaction notes

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