4-Methoxycyclohexanol (cis,trans) → 4-Methoxycyclohexanone

HRID 980912Notes

Reaction equation

HRID 980912 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH3:12][O:13][CH:14]1[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16][CH2:15]1>C(Cl)Cl>[CH3:12][O:13][CH:14]1[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 1403324-Methoxycyclohexanol (cis,trans)HCID 178418287HCID 178418287, compound

Product 1

HCID 5350284-MethoxycyclohexanoneYield 89.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To methylene chloride there was added 11 g of pyridinium chlorochromate, and a solution consisting of 4.2 g of 4-methoxycyclohexanol and 30 ml of methylene chloride was then added. The reaction was carried out at room temperature for 3 hours. The product was purified on Florisil column. After distillation, there was obtained 3.7 g of 4-methoxycyclohexanone.

Workup

  1. additionwas then added
  2. customThe product was purified on Florisil column
  3. distillationAfter distillation

Sources & evidence

ORD record
ord-388db5b4aba6401b8a5ba33843f5978a
Source dataset
uspto-grants-1987_01
Patent number
US04639521

Reaction notes

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