HCID 86604823, compound → HCID 86604822, compound

HRID 1012906Notes

Reaction equation

HRID 1012906 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[C:13]([C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:23][CH:22]=3)=[C:14]([F:20])[C:15]([F:19])=[C:16]([CH3:18])[CH:17]=2)=[CH:6][CH:5]=1)[CH2:2][CH3:3].[H][H]>C1(C)C=CC=CC=1.[Pd]>[CH2:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12]2[C:13]([C:21]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:23][CH:22]=3)=[C:14]([F:20])[C:15]([F:19])=[C:16]([CH3:18])[CH:17]=2)=[CH:8][CH:9]=1)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 86604823HCID 86604823, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86604822HCID 86604822, compoundYield 60.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

0.33 g of Pd/C was added to 6.50 g of the compound (24) having been dissolved in 100 mL of toluene and 100 mL of Solmix, and under a hydrogen atmosphere, the mixture was stirred at room temperature until hydrogen was not absorbed. Pd/C was removed by filtration, and the solvent was distilled off. The residue was purified by silica gel column chromatography and recrystallization to obtain 3.94 g of 2-(4-propylphenyl)ethyl-2,3-difluoro-4-(4-pentylphenyl)toluene (Compound 1-2-3-3) as colorless crystals.

Workup

  1. customwas not absorbed
  2. customPd/C was removed by filtration
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by silica gel column chromatography and recrystallization

Sources & evidence

ORD record
ord-0635a6ab416c40389566af04aeec1913
Source dataset
uspto-grants-2011_07
Patent number
US07981486B2

Reaction notes

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