Reaction #2348093

ord-bedb633279264712b0a55e68620df842

Reaction equation

[H][H]
hydrogen
CCCCCC1CCC(C=Cc2c(C)cc(OCC)c(F)c2F)CC1
compound 1-1-3-18
CCCCCC1CCC(C=Cc2c(C)cc(OCC)c(F)c2F)CC1
1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-pentylcyclohexyl)ethene
CCCCCC1CCC(CCc2c(C)cc(OCC)c(F)c2F)CC1
1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-pentylcyclohexyl)ethane
Yield 27.4%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwas not absorbed
  2. 2
    OtherPd/C was removed
  3. 3
    workup.DISTILLATIONthe solvent was distilled off
  4. 4
    OtherThe residue was purified by silica gel column chromatography and recrystallization

Procedure

0.27 g of Pd/C was added to 6.53 g of the compound 1-1-3-18 having been dissolved in 50 mL of toluene and 50 mL of Solmix, and under a hydrogen atmosphere, the mixture was stirred at room temperature until hydrogen was not absorbed. Pd/C was removed, and the solvent was distilled off. The residue was purified by silica gel column chromatography and recrystallization to obtain 1.8 g of 1-(2,3-difluoro-4-ethoxy-6-methylphenyl)-2-(4-pentylcyclohexyl)ethane (Compound 1-1-3-5) as colorless crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07846513B2uspto-grants-2010_12