Hydrochloric Acid → 2,3,5,6-Tetrafluorobenzoyl Chloride

HRID 357693

Reaction equation

HRID 357693 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([F:10])[C:3]=1[C:11]([Cl:14])(Cl)Cl.[C]=[O:16].Cl>[Fe](Cl)(Cl)Cl.C(O)=O>[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([F:10])[C:3]=1[C:11]([Cl:14])=[O:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 153462972,3,5,6-TetrafluorobenzotrichlorideHCID 178418416HCID 178418416, compound

Product 1

HCID 27340282,3,5,6-Tetrafluorobenzoyl Chloride

Reagents, catalysts & solvents 2

HCID 24380Iron chloride (FeCl3)CatalystHCID 284Formic AcidSolvent

Conditions

Temperature
60 °C

Procedure

268 g of 2,3,5,6-tetrafluorobenzotrichloride were placed in a 0.5 1 four necked flask. After addition of 5.4 g of iron(III) chloride, the mixture was heated to 60° C. with stirring. 46 g of formic acid were metered in over 6 hours at 60°-65° C. Vigorous gas development (carbon monoxide, hydrogen chloride) began immediately. The gas stream was fed to an absorption tower via a cooler. After addition was complete, the mixture was further stirred for two more hours at 60° C. The product was then distilled under reduced pressure.

Workup

  1. customwere metered in over 6 hours at 60°-65° C
  2. additionAfter addition
  3. stirringthe mixture was further stirred for two more hours at 60° C
  4. distillationThe product was then distilled under reduced pressure

Sources & evidence

ORD record
ord-86d4e15bfa4a4cd9b2326a09bd9c5cb0
Source dataset
uspto-grants-1998_11
Patent number
US05840975

Linked notes

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