Diazomethane → Aniracetam

HRID 1164305Notes

Reaction equation

HRID 1164305 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])=[O:7])=[CH:4][CH:3]=1.[N+](=[CH2:18])=[N-]>O1CCCC1>[CH3:18][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])=[O:7])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 12726273HCID 12726273, compound

Product 1

HCID 2196Aniracetam

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

150 mg. of 1-(p-hydroxybenzoyl)-2-pyrrolidinone are dissolved in 7 ml. of absolute tetrahydrofuran and then etheric diazomethane solution is added. The solvents are distilled off, the residue is triturated with diethyl ether and the mixture is filtered. There is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone which melts at 117.5°-119° C. after sublimation.

Workup

  1. distillationThe solvents are distilled off
  2. customthe residue is triturated with diethyl ether
  3. filtrationthe mixture is filtered

Sources & evidence

ORD record
ord-94825f96346a4b0e8fdbc8471c5569a5
Source dataset
uspto-grants-1983_01
Patent number
US04369139

Reaction notes

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