Water → Isobutenyl 4-trifluoromethylphenyl ether

HRID 365023

Reaction equation

HRID 365023 reaction equation
[CH2:1]([OH:5])[C:2](=[CH2:4])[CH3:3].Cl[C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1.[OH-].[K+].O>S1(CCCC1)(=O)=O>[F:14][C:13]([F:16])([F:15])[C:10]1[CH:11]=[CH:12][C:7]([O:5][CH:1]=[C:2]([CH3:3])[CH3:4])=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 73941-Chloro-4-(trifluoromethyl)benzeneHCID 10557Methallyl alcoholHCID 14797Potassium Hydroxide

Product 1

HCID 20239201Isobutenyl 4-trifluoromethylphenyl ether

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Procedure

A mixture of 50.48 g of methallyl alcohol, 63.2 g of 4-chlorobenzotrifluoride and 69 g of 85% flake potassium hydroxide in 175 ml sulpholane was stirred under nitrogen at 120°-145° C. for 21 hours. The mixture was then cooled, added to 200 ml water and extracted twice with 60°/80° petroleum ether. The solvent was removed and the residue was purified by fractionation to give isobutenyl 4-trifluoromethylphenyl ether, b.p.: 77°-77.5° C. at 8 Torr.

Workup

  1. temperatureThe mixture was then cooled
  2. extractionextracted twice with 60°/80° petroleum ether
  3. customThe solvent was removed
  4. customthe residue was purified by fractionation

Sources & evidence

ORD record
ord-0089e6bb39f349e99302b9041920241c
Source dataset
uspto-grants-1986_08
Patent number
US04607128

Linked notes

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