Hydrochloric Acid → Methyl 2-hydroxy-3-phenylpropanoate

HRID 2245509Notes

Reaction equation

HRID 2245509 reaction equation
Cl.[OH:2][CH:3]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5].[CH3:14]O>>[CH3:14][O:5][C:4](=[O:6])[CH:3]([OH:2])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3848(+-)-3-Phenyllactic acid

Product 1

HCID 518800Methyl 2-hydroxy-3-phenylpropanoateYield 98%

Procedure

Hydrochloric acid gas was bubbled into a solution of 2-hydroxy-3-phenyl-propionic acid (6.0 g, 36.10 mmol) in MeOH (250 ml) at room temperature under CaSO4 tube for 20 minutes. The resulting colorless solution was stirred for 7 hours and concentrated in vacuo to afford 2-hydroxy-3-phenyl-propionic acid methyl ester as a brown syrup (6.36 g, 98% yield): MS (ESI) m/z 181.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-98236dfa97564168acb34b5107d9a468
Source dataset
uspto-grants-2010_03
Patent number
US07683091B2

Reaction notes

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