HCID 18424408, compound → HCID 18424418, compound

HRID 1282441Notes

Reaction equation

HRID 1282441 reaction equation
[F:1][CH2:2][C:3]([CH2:21][F:22])([O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[C:4]#[C:5][C:6]([O:8][CH3:9])=[O:7]>ClC1C=CC=CC=1Cl>[F:22][CH2:21][C:3]1([CH2:2][F:1])[CH:4]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[C:12]2[CH:13]=[C:14]([C:17]([F:18])([F:19])[F:20])[CH:15]=[CH:16][C:11]=2[O:10]1

Participants

3

Reactant 1

HCID 18424408HCID 18424408, compound

Product 1

HCID 18424418HCID 18424418, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

An amount (0.28 g) of methyl 5-fluoro-4-fluoromethyl-4-(4-trifluoromethylphenoxy)-2-pentynoate was added dropwise to o-dichlorobenzene (1.0 ml) during refluxing under a nitrogen atmosphere. After the end of the dropwise addition, the reaction mixture was refluxed for 3 hours. The solvent was distilled off under reduced pressure and the resulting residue was subjected to silica gel column chromatography (eluent; 10% tetrahydrofuran/hexane) to give the titled compound (0.25 g).

Workup

  1. temperatureduring refluxing under a nitrogen atmosphere
  2. additionAfter the end of the dropwise addition
  3. temperaturethe reaction mixture was refluxed for 3 hours
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0965e52d903c41af8263703a06ece0ba
Source dataset
uspto-grants-2002_09
Patent number
US06455708B1

Reaction notes

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