Thionyl Chloride → HCID 14461279, compound

HRID 1762408Notes

Reaction equation

HRID 1762408 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]([F:20])([O:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14](O)=[O:15])[CH:7]([F:9])[F:8]>N1C=CC=CC=1.ClCCCl>[F:5][C:6]([F:20])([O:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14]([Cl:3])=[O:15])[CH:7]([F:9])[F:8]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 5786803-(1,1,2,2-Tetrafluoroethoxy)benzoic acid

Product 1

HCID 14461279HCID 14461279, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 111,2-DichloroethaneSolvent

Procedure

203 parts by weight of thionyl chloride and 1 drop of pyridine are added to a mixture of 352 part by weight of 3-(1',1',2',2'-tetrafluoroethoxy)-benzoic acid in 900 parts by volume of 1,2-dichloroethane. After stirring the mixture for 4 hours under reflux and concentrating it under reduced pressure, 359 parts by weight (yield: 95% of theory) of 3-(1',1',2',2'-tetrafluoroethoxy)-benzoyl chloride, of nD 25 =1.4660, are obtained. The IR spectrum shows C=O bands at 1770 and 1748 cm-1, and fluoroalkoxy bands at 1225, 1190 and 1125 cm-1.

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-42dc07d6902a494fb435410a25245c8e
Source dataset
uspto-grants-1989_05
Patent number
US04832879

Reaction notes

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