Ethanol → HCID 178447967, compound

HRID 342346Notes

Reaction equation

HRID 342346 reaction equation
C(O)C.C1(C)C=CC=CC=1.[CH2:11]([C@H:14]1[CH2:19][CH2:18][C@H:17]([CH2:20][CH2:21][CH:22]2[CH2:27][CH2:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:24][CH2:23]2)[CH2:16][CH2:15]1)[CH2:12][CH3:13]>[H][H].[Pd]>[CH2:11]([C@H:14]1[CH2:19][CH2:18][C@H:17]([CH2:20][CH2:21][C@H:22]2[CH2:27][CH2:26][C@H:25]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:24][CH2:23]2)[CH2:16][CH2:15]1)[CH2:12][CH3:13]

Participants

6

Reactant 3

HCID 702EthanolHCID 1140TolueneHCID 178447942HCID 178447942, compound

Product 1

HCID 178447967HCID 178447967, compoundYield 63.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a liquid mixture comprising 250 ml of ethanol and 250 ml of toluene was dissolved 92 g of the (4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexene-1-yl)benzene mentioned above, 5 g of palladium/carbon (5%) was added as catalyst thereto, and they were subjected to a catalytic reduction in hydrogen gas atmosphere. After finishing of the reaction, the catalyst was filtered off and the solvent was distilled off under a reduced pressure to obtain a yellow oily product. This product was recrystallized from ethanol to obtain 58.5 g of (trans-4-(2-(trans-4-n-propylcyclohexyl)ethyl)cyclohexyl)benzene.

Workup

  1. additionwas added as catalyst
  2. customAfter finishing of the reaction
  3. filtrationthe catalyst was filtered off
  4. distillationthe solvent was distilled off under a reduced pressure
  5. customto obtain a yellow oily product
  6. customThis product was recrystallized from ethanol

Sources & evidence

ORD record
ord-e2e2f4eab272414ebdf8b504cd6d8980
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

Loading…