Water → HCID 22919173, compound

HRID 1440954Notes

Reaction equation

HRID 1440954 reaction equation
[C:1]1([C:7]2([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:11][C:10]([CH2:13][CH2:14][CH2:15][CH3:16])=[CH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[H][H]>O1CCCC1.C(O)(=O)C.[Pt]=O>[C:1]1([C:7]2([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:12][CH2:11][CH:10]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 3

HCID 962WaterHCID 22420605HCID 22420605, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22919173HCID 22919173, compoundYield 94.9%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

4,4-diphenyl-1-butylcyclohexene (containing 4,4-diphenyl-1-butylidenecyclohexane) 32.0 g was dissolved in tetrahydrofuran 200 ml and acetic acid 300 ml, platinum oxide 1.0 g was added, and the mixture was cooled with water at atmospheric pressure and contacted to hydrogen gas with stirring. After the absorption of hydrogen was stopped, the catalyst was filtered off, water two liters was added to the solution, and the solution was extracted with toluene one liter. The extracted solution was washed with water, toluene was removed with a rotary evaporator and 1,1-diphenyl-4-butylcyclohexane 30.58 g was obtained.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst was filtered off
  3. additionwater two liters was added to the solution
  4. extractionthe solution was extracted with toluene one liter
  5. washThe extracted solution was washed with water, toluene
  6. customwas removed with a rotary evaporator

Sources & evidence

ORD record
ord-1cf8146533a54631b007abe69cee58d3
Source dataset
uspto-grants-1996_03
Patent number
US05501884

Reaction notes

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