Isopropanol → HCID 18406303, compound

HRID 1016236Notes

Reaction equation

HRID 1016236 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][CH:13]([CH:16]3[CH2:21][CH2:20][CH:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:18][CH2:17]3)[CH2:12][CH:11]2[OH:27])=[C:6]([F:28])[C:5]=1[F:29])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.CC(O)C>ClCCl>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][CH:13]([CH:16]3[CH2:21][CH2:20][CH:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:18][CH2:17]3)[CH2:12][C:11]2=[O:27])=[C:6]([F:28])[C:5]=1[F:29])[CH3:2]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 18406304HCID 18406304, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 18406303HCID 18406303, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

46.7 g of 4-(4-ethoxy-2,3-difluorophenyl)-4′-pentylbicyclohexyl-3-ol were dissolved in 600 ml of dichloromethane, and 20 g of Celite were added. 28.0 g of pyridinium chlorochromate were added with stirring, and the mixture was stirred overnight at RT. After 10 ml of 2-propanol had been added, the mixture was stirred for 1 hour and then subjected to conventional work-up, giving 4-(4-ethoxy-2,3-difluorophenyl)-4′-pentylbicyclohexyl-3-one.

Workup

  1. addition20 g of Celite were added
  2. stirringthe mixture was stirred overnight at RT
  3. stirringthe mixture was stirred for 1 hour

Sources & evidence

ORD record
ord-a6d4dab32b4144dca49ac90981dc9da5
Source dataset
uspto-grants-2002_11
Patent number
US06475595B1

Reaction notes

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