2-Ethylcyclohexane-1,3-dione → 2-Ethylresorcinol

HRID 1519402Notes

Reaction equation

HRID 1519402 reaction equation
[CH2:1]([CH:3]1[C:8](=[O:9])[CH2:7][CH2:6][CH2:5][C:4]1=[O:10])[CH3:2]>[Pd].C1(C)C=C(C)C=C(C)C=1>[CH2:1]([C:3]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:10])[CH3:2]

Participants

4

Reactant 1

HCID 108988052-Ethylcyclohexane-1,3-dione

Product 1

HCID 98339742-EthylresorcinolYield 15%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7947MesityleneSolvent

Conditions

Temperature
160 °C

Procedure

2-Ethyl-1,3-cyclohexanedione (15 g, 107 mmol), mesitylene (240 mL), and 5% Pd/C (7.8 g) were placed in a flask. The reaction mixture was stirred at 160° C. for two days. Filtration gave a crude product, which was purified by chromatography (EtOAc/Hexane) to give 2-ethyl-3-hydroxy phenol (2.2 g, 15%).

Workup

  1. filtrationFiltration
  2. customgave a crude product, which
  3. customwas purified by chromatography (EtOAc/Hexane)

Sources & evidence

ORD record
ord-ccefb7a93fbe404bb8f83e34fd4df10f
Source dataset
uspto-grants-2015_07
Patent number
US09073888B2

Reaction notes

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