HCID 53963930, compound → 1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

HRID 596944Notes

Reaction equation

HRID 596944 reaction equation
FC1C=CC(C(O)C=CC[N:12]2[CH2:17][CH2:16][CH:15]([N:18]3[C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=4[NH:20][C:19]3=[O:27])[CH2:14][CH2:13]2)=CC=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[O:27]=[C:19]1[N:18]([CH:15]2[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]2)[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[NH:20]1

Participants

4

Reactant 1

HCID 53963930HCID 53963930, compound

Product 1

HCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 1-[4-(p-fluorophenyl)-4-hydroxy-2-butenyl]-4-(2-keto-1-benzimidazolinyl)piperidine (0.56 g) in chloroform (12 ml) and manganese dioxide (4.4 g) was stirred for 1.5 hours under ice-cooling. Filtration of inorganic materials and concentration of the filtrate afforded 1-[4-fluorophenyl)-4-oxo-2-butenyl]-4-(2-keto-1-benzimidazolinyl)piperidine as pale yellow crystalline materials. M.P. 167 - 170° C.

Workup

  1. temperaturecooling
  2. filtrationFiltration of inorganic materials and concentration of the filtrate

Sources & evidence

ORD record
ord-e53ae3710234426a945759323e0b762e
Source dataset
uspto-grants-1977_03
Patent number
US04012514

Reaction notes

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