1-benzyl-5-(2,6-dimethyl-1,5-heptadienyl)imidazole → HCID 14128010, compound

HRID 1194010Notes

Reaction equation

HRID 1194010 reaction equation
[CH2:1]([N:8]1[C:12](/[CH:13]=[C:14](\[CH3:21])/[CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[C].[Pd]>[CH2:1]([N:8]1[C:12]([CH2:13][CH:14]([CH3:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 64378531-benzyl-5-(2,6-dimethyl-1,5-heptadienyl)imidazole

Product 1

HCID 14128010HCID 14128010, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In 10 ml of ethanol was dissolved 0.6 g of 1-benzyl-5-[(E)-2,6-dimethyl-1,5-heptadienyl]imidazole obtained in Reference Example 1. To the solution was added 0.1 g of 10% palladium-carbon, and the mixture was subjected to ctalytic reduction under atmospheric pressure. After a theoretical amount of hydrogen was consumed, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was recrystallized from hexane, giving the title compound in a yield of 95%.

Workup

  1. customobtained in Reference Example 1
  2. customAfter a theoretical amount of hydrogen was consumed
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-de501e4c6d934ab4a0b48a37e0c4cfcc
Source dataset
uspto-grants-1989_03
Patent number
US04812473

Reaction notes

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