Water → 4-Methoxycyclohexanone

HRID 850206Notes

Reaction equation

HRID 850206 reaction equation
O.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[H][H]>[Pd].CC1CCCCC1>[CH3:2][O:3][CH:4]1[CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]1

Participants

6

Reactant 3

HCID 962Water2×HCID 90154-MethoxyphenolHCID 178418361HCID 178418361, compound2×

Product 1

HCID 5350284-Methoxycyclohexanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7962MethylcyclohexaneSolvent

Procedure

0.5 g of borax and 0.5 g of water were mixed and 6 g of a catalyst which was moist with water (water content=50 %) and comprised 5% by weight of palladium on carbon were then mixed in. The resulting mixture was added to a solution of 100 g of p-methoxyphenol in 150 g of methylcyclohexane and this reaction mixture was hydrogenated in a stirred reactor at from 150 to 180° C. and from 3 to 8 bar of hydrogen pressure until no more hydrogen was absorbed. After a hydrogenation time of 72 minutes, 96.2% by weight of the p-methoxyphenol had reacted and p-methoxycyclohexanone had been formed in a yield of 83% by weight.

Workup

  1. additionwere then mixed in
  2. customwas absorbed
  3. customAfter a hydrogenation time of 72 minutes, 96.2% by weight of the p-methoxyphenol had reacted

Sources & evidence

ORD record
ord-e159ab55ff76499eb062ee50d93d11bf
Source dataset
uspto-grants-2000_01
Patent number
US06015927

Reaction notes

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