Benzene → HCID 15008718, compound

HRID 1087942Notes

Reaction equation

HRID 1087942 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[N:5]=1)([CH3:3])=[CH2:2].[Cl:14]N1C(=O)CCC1=O.C1C=CC=CC=1>CCCCCC>[Cl:14][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:11])[F:12])[N:5]=1)=[CH2:3]

Participants

5

Reactant 3

HCID 241BenzeneHCID 31398ChlorosuccinimideHCID 22164287HCID 22164287, compound

Product 1

HCID 15008718HCID 15008718, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 11.0 g of 2-isopropenyl-6-trifluoromethylpyridine, 8.7 g of N-chlorosuccinimide and 25 ml of benzene was stirred at 80° C. for 7 hours. After the reaction mixture was cooled to room temperature, 50 ml of n-hexane was added thereto to remove the insoluble matter through filtration. After distilling off the solvent, the residue was purified by silica gel column chromatography (eluted with n-hexane then n-hexane-ethyl acetate 20:1) to obtain 5.5 g of the objective compound.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. customto remove the insoluble matter
  3. filtrationthrough filtration
  4. distillationAfter distilling off the solvent
  5. customthe residue was purified by silica gel column chromatography (
  6. washeluted with n-hexane

Sources & evidence

ORD record
ord-00e2098348d845bda1cabf3c906e909c
Source dataset
uspto-grants-1990_10
Patent number
US04960897

Reaction notes

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