Isopropanol → HCID 14031969, compound

HRID 1710188Notes

Reaction equation

HRID 1710188 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][N:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=2)[CH:10]=1)=[O:5])[CH3:2].[CH:18](O)(C)C>C([O-])(C)C.C([O-])(C)C.C([O-])(C)C.C([O-])(C)C.[Ti+4]>[CH:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][N:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=2)[CH:10]=1)=[O:5])([CH3:18])[CH3:2]

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 14031968Ethyl 1-(3-chlorophenyl)-1H-imidazole-4-carboxylate

Product 1

HCID 14031969HCID 14031969, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

A solution of 0.4 g of 1-(3-chlorophenyl)-imidazole-4-carboxylic acid ethyl ester in 40 ml of i-propanol is mixed with 0.5 ml of titanium tetraisopropanolate and refluxed for 8 hours. After concentration of the solution, it is filtered over silica gel and recrystallized from diisopropyl ether. 267 mg (63%) of the title compound with a melting point of 109° C. is obtained from diisopropyl ether.

Workup

  1. temperaturerefluxed for 8 hours
  2. filtrationAfter concentration of the solution, it is filtered over silica gel
  3. customrecrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-4783586d96ce448cb657d53232001012
Source dataset
uspto-grants-1990_08
Patent number
US04952698

Reaction notes

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