Benzyl Alcohol → 1-(Phenylmethyl) butanedioate

HRID 326777Notes

Reaction equation

HRID 326777 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[CH2:8]([OH:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C1(C)C=CC=CC=1>[CH2:8]([O:15][C:4]([CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[O:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 244Benzyl AlcoholHCID 7922Succinic anhydride

Product 1

HCID 87881-(Phenylmethyl) butanedioate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of succinic anhydride (16.0 g, 160 mmol) and benzyl alcohol (17.1 g, 158 mmol) in toluene (200 mL) was heated at reflux for 3.5 hr. At this time, the solvent was removed in vacuo to leave 3-(benzyloxycarbonyl)propanoic acid as a white solid.

Workup

  1. temperatureat reflux for 3.5 hr
  2. customAt this time, the solvent was removed in vacuo

Sources & evidence

ORD record
ord-1b403b4b104a431aa75f5feb592d3c25
Source dataset
uspto-grants-1993_12
Patent number
US05270331

Reaction notes

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