Toluene → Benzimidazol-2-one

HRID 1065273Notes

Reaction equation

HRID 1065273 reaction equation
C1(C2CCC(=O)CC2)C=CC=CC=1.N1CCC([N:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[NH:22][C:21]2=[O:29])CC1.CC1C=CC(S(O)(=O)=O)=CC=1.CC1C=CC=CC=1>O>[N:20]1[C:21](=[O:29])[N:22]=[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=12

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 786054-PhenylcyclohexanoneHCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

Product 1

HCID 162542Benzimidazol-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7 parts of 4-phenylcyclohexanone, 8.8 parts of 1-(4-piperidinyl)-2H-benzimidazol-2-one, 0.3 parts of 4-methylbenzenesulfonic acid and 225 parts of methylbenzene is stirred and refluxed for 40 hours with water-separator. The reaction mixture is cooled and the solvent is removed in vacuo, yielding 15 parts of 1-[4-phenyl-1-cyclohexenyl)-4-piperidinyl]-2H-benzimidazol-2-one as a residue.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-2a2e8c70f9b14951880b15cc515b299b
Source dataset
uspto-grants-1982_05
Patent number
US04329353

Reaction notes

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