Aluminum(III) Chloride → HCID 12574736, compound

HRID 267472Notes

Reaction equation

HRID 267472 reaction equation
[Cl:1][C:2]([F:10])([C:6]([Cl:9])([F:8])[F:7])[C:3](F)=[O:4].[Cl-:11].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:1][C:2]([F:10])([C:6]([Cl:9])([F:8])[F:7])[C:3]([Cl:11])=[O:4]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 133485772,3-Dichloro-2,3,3-trifluoropropanoyl fluoride

Product 1

HCID 12574736HCID 12574736, compoundYield 131.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 100-g sample (0.5 mole) of 2,3-dichloro-2,3,3-trifluoropropionyl fluoride, prepared as shown in Example 11, was added dropwise to a stirred suspension of 34 g (0.25 mole) of aluminum chloride in 200 ml of methylene chloride. The reaction mixture was stirred for 2 hrs, and the volatile portion was distilled under reduced pressure into a Dry-ice cooled trap. Redistillation gave 70.6 g (66%) of 2,3-dichloro-2,3,3-trifluoropropionyl chloride as a colorless liquid: bp 87.5°-88°; nd25 1,3812; ir (liquid 5.57μ (C=O); 19F nmr (CCl3F) δ 64.2 ppm (d, J = 173 Hz to d, J = 8 Hz, 1F), 65.7 ppm (d, J = 173 Hz to d, J = Hz, 1F) and 117.4 ppm (d, J = 10 Hz to d, J = 8 Hz, 1F).

Workup

  1. distillationthe volatile portion was distilled under reduced pressure into a Dry-ice cooled trap
  2. distillationRedistillation

Sources & evidence

ORD record
ord-fe0046cd2cfa449aa06868a7d427124c
Source dataset
uspto-grants-1976_03
Patent number
US03943112

Reaction notes

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