5-(4-Ethoxy-2,3-difluorophenyl)-2-pentylcyclohexanol → 5-(4-Ethoxy-2,3-difluorophenyl)-2-pentyl-cyclohexanone

HRID 1016231Notes

Reaction equation

HRID 1016231 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH:14]([OH:16])[CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:12][CH2:11]2)=[C:6]([F:22])[C:5]=1[F:23])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][C:14](=[O:16])[CH:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:12][CH2:11]2)=[C:6]([F:22])[C:5]=1[F:23])[CH3:2]

Participants

4

Reactant 2

HCID 112558625-(4-Ethoxy-2,3-difluorophenyl)-2-pentylcyclohexanolHCID 178418287HCID 178418287, compound

Product 1

HCID 114387235-(4-Ethoxy-2,3-difluorophenyl)-2-pentyl-cyclohexanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

48.2 g of 5-(4-ethoxy-2,3-difluorophenyl)-2-pentyl-cyclohexanol were dissolved in 600 ml of dichloromethane, and 30 g of Celite were added. 35.6 g of pyridinium chlorochromate were added with stirring, and the mixture was stirred at RT overnight. Conventional work-up gave 5-(4-ethoxy-2,3-difluorophenyl)-2-pentyl-cyclohexanone.

Workup

  1. addition30 g of Celite were added
  2. stirringthe mixture was stirred at RT overnight

Sources & evidence

ORD record
ord-d760383723b140b382716a37a934c9c7
Source dataset
uspto-grants-2002_11
Patent number
US06475595B1

Reaction notes

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