Methanol → Methyl (S)-3-amino-3-phenylpropanoate

HRID 1394383Notes

Reaction equation

HRID 1394383 reaction equation
[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:18]O>>[NH2:1][C@H:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:3][C:4]([O:6][CH3:18])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 686704(3S)-3-amino-3-phenylpropanoic acid

Product 1

HCID 788099Methyl (S)-3-amino-3-phenylpropanoate

Procedure

2.3 g (11.65 mmol) of (S)-3-amino-3-phenylpropionic acid are introduced in 100 ml of methanol and admixed with a catalytic amount of concentrated sulfuric acid (0.02 eq.). The reaction mixture is heated at reflux for 24 h and then concentrated. The crude product can be used without further purification in the next stage.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 24 h
  3. concentrationconcentrated
  4. customThe crude product can be used without further purification in the next stage

Sources & evidence

ORD record
ord-053323e5eff74bc68dda65669f2b76f1
Source dataset
uspto-grants-2008_03
Patent number
US07348357B2

Reaction notes

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