HCID 68419193, compound → HCID 14766008, compound

HRID 1929253Notes

Reaction equation

HRID 1929253 reaction equation
[CH2:1]([C:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)[CH2:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[H][H]>C1(C)C=CC=CC=1>[CH2:1]([CH:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=2)[CH2:10][CH2:9]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 68419193HCID 68419193, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14766008HCID 14766008, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The compound (11) was dissolved in a mixed solvent of toluene (150 ml) and Solmix A-11 (150 ml), and 0.86 g of Pd/C(NX type) was added thereto. The mixture was stirred at room temperature under a hydrogen atmosphere until hydrogen absorption had ceased. After the reaction had been completed, Pd/C was removed and then the solvent was distilled off. The residue obtained was purified with a fractional operation by means of column chromatography using heptane as the eluent and silica gel as the stationary phase powder, and further purified by means of recrystallization from Solmix A-11, and dried, giving 44.7 g of 4-heptyl-1-(3-fluorophenyl)-cyclohexane (12). The yield based on the compound (12) was 75.8%.

Workup

  1. additionwas added
  2. customPd/C was removed
  3. distillationthe solvent was distilled off
  4. customThe residue obtained
  5. customwas purified with a fractional operation by means of column chromatography
  6. customfurther purified by means of recrystallization from Solmix A-11
  7. customdried

Sources & evidence

ORD record
ord-c132163c4a924b76880b2e01bf19d981
Source dataset
uspto-grants-2012_05
Patent number
US08187494B2

Reaction notes

Loading…