HCID 67780575, compound → HCID 14822310, compound

HRID 1756122Notes

Reaction equation

HRID 1756122 reaction equation
Cl.[CH2:2]([N:9]1[C:13]([CH:14]=[CH:15][CH2:16][CH:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:12][N:11]=[CH:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[H][H]>C(O)C.[Pd]>[CH2:2]([N:9]1[C:13]([CH2:14][CH2:15][CH2:16][CH:17]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:12][N:11]=[CH:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 67780575HCID 67780575, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 14822310HCID 14822310, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-benzyl-5-(4,4-diphenyl-1-butenyl)-1H-imidazole hydrochloride (2,0 g) is dissolved in ethanol and a catalytic amount of Pd/C (10%) is added. The reaction mixture is agitated vigorously at room temperature in a hydrogen atmosphere until the uptake of hydrogen ceases. The mixture is filtered and the filtrate is evaporated to dryness. The residue which is the product is purified by flash chromatography eluting with methylene chloride-methanol mixture. Yield 1,3 g. M.p. of the hydrochloride salt is 200°-202° C.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate is evaporated to dryness
  3. customis purified by flash chromatography
  4. washeluting with methylene chloride-methanol mixture
  5. customis 200°-202° C.

Sources & evidence

ORD record
ord-3fddf52458ef463bb00d6212a5f563b8
Source dataset
uspto-grants-1995_08
Patent number
US05439928

Reaction notes

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