DIETHYL BENZYLSUCCINATE → 2-Benzylsuccinic anhydride, DL-

HRID 483383Notes

Reaction equation

HRID 483383 reaction equation
[C:1]1([CH2:7][CH:8]([C:15]([O:17]CC)=[O:16])[CH2:9][C:10]([O:12]CC)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)(=O)C>[CH2:7]([CH:8]1[C:15](=[O:16])[O:17][C:10](=[O:12])[CH2:9]1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 576172DIETHYL BENZYLSUCCINATE

Product 1

HCID 38302862-Benzylsuccinic anhydride, DL-

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

The product from step (b) was suspended in acetyl chloride (24 ml) and the suspension refluxed for 3 hours, then evaporated in vacuo to give a white solid which was triturated and washed with 60-80 petrol and dried in vacuo to give the desired product (9.7 g). The 200 MHz 1H NMR was consistent with the proposed structure.

Workup

  1. temperaturethe suspension refluxed for 3 hours
  2. customevaporated in vacuo
  3. customto give a white solid which
  4. customwas triturated
  5. washwashed with 60-80 petrol
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e8aff0a161a940f9b4233cd23a054314
Source dataset
uspto-grants-1993_07
Patent number
US05225431

Reaction notes

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