Toluene → 1-Ethoxy-2,3-difluoro-4-(4-pentylcyclohex-3-enyl)benzene

HRID 1016233Notes

Reaction equation

HRID 1016233 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][C:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])(O)[CH2:12][CH2:11]2)=[C:6]([F:22])[C:5]=1[F:23])[CH3:2].C1(C)C=CC=CC=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][C:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:12][CH2:11]2)=[C:6]([F:22])[C:5]=1[F:23])[CH3:2]

Participants

5

Reactant 3

HCID 1140TolueneHCID 521998p-Toluenesulfonic acid monohydrateHCID 113248664-(4-Ethoxy-2,3-difluorophenyl)-1-pentylcyclohexanol

Product 1

HCID 114156011-Ethoxy-2,3-difluoro-4-(4-pentylcyclohex-3-enyl)benzene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 128.0 g of 4-(4-ethoxy-2,3-difluoro-phenyl)-1-pentylcyclohexanol in 11 of toluene was refluxed in a water separator with addition of 5.0 g of toluene-4-sulphonic acid monohydrate. When all the water had been removed, the mixture was subjected to conventional work-up, giving 1-ethoxy-2,3-difluoro-4-(4-pentylcyclohex-3-enyl)benzene.

Workup

  1. customWhen all the water had been removed

Sources & evidence

ORD record
ord-535eb4120ee44aa49a7a88526e014ea5
Source dataset
uspto-grants-2002_11
Patent number
US06475595B1

Reaction notes

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