Thionyl Chloride → HCID 14461279, compound

HRID 1589597Notes

Reaction equation

HRID 1589597 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]>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

4

Reactant 2

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

Product 1

HCID 14461279HCID 14461279, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

39.4 parts by weight of thionyl chloride are added to a suspension of 65 parts by weight of m-(1,1,2,2-tetrafluoroethoxy)-benzoic acid in 500 parts by volume of 1,2-dichloroethane and the mixture is stirred for 3 hours under reflux. It is then concentrated under reduced pressure, and after filtering off a small amount of starting material which has precipitated, m-(1,1,2,2-tetrafluoroethoxy)-benzoyl chloride is obtained as a yellowish oil. The IR spectrum shows C=O bands at 1,770 and 1,748 cm-1 and fluoroalkoxy bands at 1,225, 1,190 and 1,125 cm-1.

Workup

  1. temperatureunder reflux
  2. concentrationIt is then concentrated under reduced pressure
  3. filtrationafter filtering off a small amount of starting material which
  4. customhas precipitated

Sources & evidence

ORD record
ord-06669c040df743bca04cb91d6235f929
Source dataset
uspto-grants-1986_02
Patent number
USRE032087

Reaction notes

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