Water → 4-Benzylcyclohexanone

HRID 840614Notes

Reaction equation

HRID 840614 reaction equation
[CH2:1]([CH:8]1[CH2:17][CH2:16][C:11]2(OCC[O:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>CO>[CH2:1]([CH:8]1[CH2:17][CH2:16][C:11](=[O:12])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 107282938-Benzyl-1,4-dioxaspiro[4.5]decane

Product 1

HCID 106552354-BenzylcyclohexanoneYield 105.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 28 g of 8-benzyl-1,4-dioxa-spiro[4.5]decane, 100 mL of water, 10 mL of methanol and 20 g of Amberlite® IR-120+ was heated to reflux for 5 h. After cooling, removal of solvents under reduced pressure gave 24 g of 4-benzyl-cyclohexanone as an oil.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 5 h
  3. temperatureAfter cooling
  4. customremoval of solvents under reduced pressure

Sources & evidence

ORD record
ord-0baad79884c54d28861989aa0d8bd275
Source dataset
uspto-grants-2002_04
Patent number
US06369076B1

Reaction notes

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