Ethanol → 8-(4-Propylphenyl)-1,4-dioxaspiro[4.5]decane

HRID 342350Notes

Reaction equation

HRID 342350 reaction equation
C(O)C.[CH2:4]1[CH2:22][O:21][C:6]2([CH2:11][CH:10]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH3:20])=[CH:14][CH:13]=3)[CH2:8][CH2:7]2)[O:5]1>[Pd].C1(C)C=CC=CC=1>[CH2:22]1[CH2:4][O:5][C:6]2([CH2:7][CH2:8][CH:9]([C:12]3[CH:13]=[CH:14][C:15]([CH2:18][CH2:19][CH3:20])=[CH:16][CH:17]=3)[CH2:10][CH2:11]2)[O:21]1

Participants

5

Reactant 2

HCID 702EthanolHCID 675902608-(4-Propylphenyl)-1,4-dioxaspiro[4.5]dec-7-ene

Product 1

HCID 675897228-(4-Propylphenyl)-1,4-dioxaspiro[4.5]decaneYield 104.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

To a mixed solution comprising 250 ml of ethanol and 250 ml of toluene was dissolved 80 g of the 1,1-ethylenedioxy-4-(4-n-propylphenyl)-4-cyclohexene, 5 g of palladium/carbon (5%) was added as catalyst thereto, and subjected to a catalytic reduction under 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 84 g of 1,1-ethylenedioxy-4-(4-n-propylphenyl)cyclohexane.

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

Sources & evidence

ORD record
ord-401284e220904a20b18e327e732f6ace
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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