p-Toluenesulfonic acid → 3-(3',4'-Dichloro-4-biphenylyl)-2-butenoic acid

HRID 26911Notes

Reaction equation

HRID 26911 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15](O)([CH3:20])[CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([CH3:20])=[CH:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 21322546HCID 21322546, compound

Product 1

HCID 540243263-(3',4'-Dichloro-4-biphenylyl)-2-butenoic acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1 g. of 3-(3',4'-dichloro-4-biphenylyl)-3-hydroxybutyric acid and 0.1 g. of p-toluenesulfonic acid in 35 ml. of toluene are heated under reflux for 3 hours and water by-product is removed. The reaction mixture is worked up to give 3-(3',4'-dichloro-4-biphenylyl)-2-butenoic acid.

Workup

  1. temperatureunder reflux for 3 hours
  2. customwater by-product is removed

Sources & evidence

ORD record
ord-eadd52dd58974e7590a9ceeea93a4c49
Source dataset
uspto-grants-1979_04
Patent number
US04151302

Reaction notes

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