Benzylsuccinic acid → 2-Benzylsuccinic anhydride, DL-

HRID 2167180Notes

Reaction equation

HRID 2167180 reaction equation
[CH2:1]([CH:8]([CH2:12][C:13]([OH:15])=[O:14])[C:9]([OH:11])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(OC(=O)C(F)(F)F)=O>[CH2:1]([CH:8]1[CH2:12][C:13](=[O:14])[O:15][C:9]1=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 3858Benzylsuccinic acid

Product 1

HCID 38302862-Benzylsuccinic anhydride, DL-Yield 94%

Reagents, catalysts & solvents 1

HCID 9845Trifluoroacetic anhydrideSolvent

Procedure

The commercially available alpha-benzylsuccinic acid 9 (1 g, 4.8 mmol) was refluxed for 1 h in 30 mL trifluoroacetic anhydride. Afterwards, the solvent was removed in vacuo. The crude residue was washed with cold hexane to yield alpha-benzylsuccinic anhydride 10 as a white solid (858.2 mg, 93.95%),

Workup

  1. customAfterwards, the solvent was removed in vacuo
  2. washThe crude residue was washed with cold hexane

Sources & evidence

ORD record
ord-19ba63cd1784497ba0757f864b50a036
Source dataset
uspto-grants-2015_06
Patent number
US09045414B2

Reaction notes

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