Water → HCID 53855354, compound

HRID 128162Notes

Reaction equation

HRID 128162 reaction equation
[Cl:1][C:2](=[CH:7][CH:8](Cl)[CH:9]([CH3:11])[CH3:10])[C:3]([F:6])([F:5])[F:4].[Cl-].[Li+].O>CN(C)C=O>[Cl:1][C:2](=[CH:7][CH:8]=[C:9]([CH3:11])[CH3:10])[C:3]([F:4])([F:5])[F:6]

Participants

5

Reactant 3

HCID 962WaterHCID 433294Lithium ChlorideHCID 54035625HCID 54035625, compound

Product 1

HCID 53855354HCID 53855354, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

2,4-Dichloro-5-methyl-1,1,1-trifluorohex-2-ene (22.1 g) in dimethylformamide (100 ml) containing lithium chloride (5.0 g) is heated under a nitrogen atmosphere in an oil bath at 160° C. for 1.5 hours. The cooled mixture is added to water (1.5 l), extracted with dichloromethane and the extracts dried over anhydrous sodium sulphate and distilled to afford 2-chloro-5-methyl-1,1,1-trifluorohexa-2,4-diene (76%). The identity of the product was proved by comparison to 'Hnmr and infra-red spectra with those of authentic material.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialthe extracts dried over anhydrous sodium sulphate
  3. distillationdistilled

Sources & evidence

ORD record
ord-d8fd6f800ab149eb8692c7d0f98b5648
Source dataset
uspto-grants-1981_03
Patent number
US04259263

Reaction notes

Loading…