Ethylparaben → Ethyl 4-hydroxycyclohexanecarboxylate

HRID 484955Notes

Reaction equation

HRID 484955 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[CH3:2].[H][H]>[Pd]>[C:4]([CH:5]1[CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]1)([O:3][CH2:1][CH3:2])=[O:12]

Participants

4

Reactant 2

HCID 8434EthylparabenHCID 178418361HCID 178418361, compound

Product 1

HCID 86973Ethyl 4-hydroxycyclohexanecarboxylate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Into an autoclave is placed ethyl-p-hydroxybenzoate (495 grams) and 5% palladium on carbon (4 grams). The reaction mass is hydrogenated at 150° C. and 50-75 psig hydrogen pressure. After five hours, a sample showed 40% ketone and 44% alcohol having the structure: ##STR24##

Workup

  1. customis hydrogenated at 150° C.

Sources & evidence

ORD record
ord-992486ea1bf844d282a083150db072df
Source dataset
uspto-grants-1985_08
Patent number
US04534890

Reaction notes

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