Sodium Hydroxide → 3-(3-Benzyl-3h-imidazol-4-yl)-1-(4-isobutylphenyl)-propen-1-one

HRID 1017743Notes

Reaction equation

HRID 1017743 reaction equation
[CH3:1][CH:2]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([CH3:13])=[O:12])=[CH:7][CH:6]=1)[CH3:3].[CH2:14]([N:21]1[C:25]([CH:26]=O)=[CH:24][N:23]=[CH:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[OH-].[Na+]>CO>[CH2:14]([N:21]1[C:25]([CH:26]=[CH:13][C:11]([C:8]2[CH:7]=[CH:6][C:5]([CH2:4][CH:2]([CH3:1])[CH3:3])=[CH:10][CH:9]=2)=[O:12])=[CH:24][N:23]=[CH:22]1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 932144'-IsobutylacetophenoneHCID 27732391-Benzyl-1H-imidazole-5-carboxaldehyde

Product 1

HCID 537079343-(3-Benzyl-3h-imidazol-4-yl)-1-(4-isobutylphenyl)-propen-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-isobutylacetophenone (2.0 g), 3-benzyl-3H-imidazole-4-carbaldehyde (2.1 g) and 48% sodium hydroxide (0.65 ml) in methanol (20 ml) is heated at 55-60° C. for 6 hours. The reaction mixture is then cooled in an ice bath. The resulting precipitate is filtered, and rinsed with methanol. The yield is 2.5 g.

Workup

  1. temperatureThe reaction mixture is then cooled in an ice bath
  2. filtrationThe resulting precipitate is filtered
  3. washrinsed with methanol

Sources & evidence

ORD record
ord-ac275b4941a24169bdd390a2461dec08
Source dataset
uspto-grants-2002_11
Patent number
US06479530B2

Reaction notes

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