HCID 67316963, compound → HCID 23118828, compound

HRID 2260917Notes

Reaction equation

HRID 2260917 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[CH:17][C:18]3([F:29])[C:23]([F:24])=[C:22]([O:25][CH2:26][CH3:27])[CH:21]=[CH:20][CH:19]3[CH3:28])=[CH:12][CH:11]=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]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]3([F:29])[C:23]([F:24])=[C:22]([O:25][CH2:26][CH3:27])[CH:21]=[CH:20][CH:19]3[CH3:28])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1)[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 67316963HCID 67316963, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23118828HCID 23118828, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

0.36 g of Pd/C was added to 7.29 g of the compound (20) 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 6.00 g of 2-(2-(4-(4-propylphenyl)phenyl) ethyl)-2,3-difluoro-4-ethoxytoluene (Compound 1-3-3-22) 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-a2fe6f079f0e4b3e90dd9d0d594c6450
Source dataset
uspto-grants-2010_12
Patent number
US07846513B2

Reaction notes

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