1-(2-Hydroxy-4-tetradecylphenyl)ethanone → 2-Ethyl-5-tetradecylphenol

HRID 34854Notes

Reaction equation

HRID 34854 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:5]=[CH:4][C:3]=1[C:22](=O)[CH3:23]>C(O)(=O)C.CO.[Pd]>[CH2:22]([C:3]1[CH:4]=[CH:5][C:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:7][C:2]=1[OH:1])[CH3:23]

Participants

5

Reactant 1

HCID 142562101-(2-Hydroxy-4-tetradecylphenyl)ethanone

Product 1

HCID 142562112-Ethyl-5-tetradecylphenol

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

A 15.6 g portion of 1-(2-hydroxy-4-tetradecylphenyl)-ethanone was heated in a mixture of 120 ml of acetic acid and 30 ml of methanol until solution was complete. A 4 g portion of 5% palladium on carbon was added and the mixture was hydrogenated in a Parr apparatus for 18 hours. The mixture was then filtered through diatomaceous earth and the solvents removed under reduced pressure, giving 14.5 g of the desired compound, mp 59°-60° C.

Workup

  1. filtrationThe mixture was then filtered through diatomaceous earth
  2. customthe solvents removed under reduced pressure

Sources & evidence

ORD record
ord-f46e4b90770a4022969046e1a10fc0a7
Source dataset
uspto-grants-1988_08
Patent number
US04762942

Reaction notes

Loading…