Methanol → 2-Methoxycyclohexanone

HRID 2397158Notes

Reaction equation

HRID 2397158 reaction equation
Cl[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8].[CH3:9][OH:10]>>[CH3:9][O:10][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8]

Participants

3

Reactant 2

HCID 887MethanolHCID 132032-Chlorocyclohexanone

Product 1

HCID 1109982-MethoxycyclohexanoneYield 90%

Procedure

2-methoxycyclohexanone was prepared by dissolving 30 gm. 2-chlorocyclohexanone in 160 ml. methanol and heating the solution in a sealed vessel at 125° C. for approximately four hours. The reaction mass was then cooled and the methanol removed by distillation at reduced pressure. After most of the methanol was distilled off, the residue containing the 2-methoxycyclohexanone was diluted with methylene chloride and extracted with an aqueous solution of sodium hydroxide. After distillation a yield of 90-95% 2-methoxycyclohexanone was obtained.

Workup

  1. custom2-methoxycyclohexanone was prepared
  2. dissolutionby dissolving 30 gm
  3. temperatureThe reaction mass was then cooled
  4. customthe methanol removed by distillation at reduced pressure
  5. distillationAfter most of the methanol was distilled off
  6. additionthe residue containing the 2-methoxycyclohexanone
  7. additionwas diluted with methylene chloride
  8. extractionextracted with an aqueous solution of sodium hydroxide

Sources & evidence

ORD record
ord-5157fd647c414ab58b120aec5851edea
Source dataset
uspto-grants-1977_05
Patent number
USRE029200

Reaction notes

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