Methylparaben → Methyl 4-oxocyclohexanecarboxylate

HRID 1194561Notes

Reaction equation

HRID 1194561 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[H][H]>C(O)(C)C>[CH3:9][O:8][C:6]([CH:5]1[CH2:10][CH2:11][C:2](=[O:1])[CH2:3][CH2:4]1)=[O:7]

Participants

4

Reactant 2

HCID 7456MethylparabenHCID 178418361HCID 178418361, compound2×

Product 1

HCID 226643Methyl 4-oxocyclohexanecarboxylate

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

One mole of methyl 4-hydroxybenzoate was reacted with two moles of hydrogen in the presence of 5% palladiun-carbon catalyst. This reaction was carried out in isoproyl alcohol at a temperature of 170°-180° C. and a hydrogen pressure of 20-40 kg/cm2. After the reaction mixture was filtered to recover the catalyst therefrom, the filtrate was distilled to obtain cyclohexanone-4-carboxylic acid methyl ester as the distillate at 140° C./20 mmHg.

Workup

  1. filtrationAfter the reaction mixture was filtered
  2. customto recover the catalyst
  3. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-dd28289d42d0497fb437f1bc363d55c3
Source dataset
uspto-grants-1989_03
Patent number
US04814488

Reaction notes

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