Imidazole → HCID 20518594, compound

HRID 2198783Notes

Reaction equation

HRID 2198783 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[CH3:14])=[O:6].[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.O>CN(C)C=O>[CH3:14][C:8]1[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]=1[C:5](=[O:6])[CH2:4][CH2:3][CH2:2][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 987404-Chloro-2',4'-dimethylbutyrophenone

Product 1

HCID 20518594HCID 20518594, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Chloro-4-(2,4-dimethylphenyl)-4-butanone (5.16 g) and imidazole (8.34 g) in dimethylformamide (10 ml) at 0° C. were stirred overnight at ambient temperature, then one day at 80° C. The resulting mixture was poured into water (200 ml), extracted with ether (3×75 ml) and the extracts were dried (magnesium sulfate) and evaporated. Chromatography of the product on silica gel eluting with 7% methanol in methylene chloride gave 3.5 g of 1-[4-(2,4-dimethylphenyl)butan-4-on-1-yl]imidazole.

Workup

  1. customone day
  2. customat 80° C
  3. extractionextracted with ether (3×75 ml)
  4. dry with materialthe extracts were dried (magnesium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-d9c1c10630644dd68a73ba7162ff773d
Source dataset
uspto-grants-1982_11
Patent number
US04359475

Reaction notes

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