Benzylamine → HCID 21704006, compound

HRID 1595318Notes

Reaction equation

HRID 1595318 reaction equation
[CH:1]1([C:7](=O)[C:8](=[N:16]O)[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1C=CC=CC=1>[CH:1]1([C:7]2[NH:26][C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:16][C:8]=2[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 178451306HCID 178451306, compound

Product 1

HCID 21704006HCID 21704006, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

tert-Butyl 3-cyclohexyl-2-hydroxyimino-3-oxopropionate (2.6 g) and benzylamine (2.1 g) were dissolved in benzene (50 ml), and the mixture was refluxed under heating for 16 hr. The solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (chloroform:ethyl acetate=8:1) to give tert-butyl 5-cyclohexyl-2-phenylimidazole-4-carboxylate (0.90 g), melting point 222-223° C.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 16 hr
  3. concentrationThe solvent was concentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel chromatography (chloroform:ethyl acetate=8:1)

Sources & evidence

ORD record
ord-2d2ec05359ab417f9b6a7f3bc42bc553
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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