Aluminum(III) Chloride → HCID 21527490, compound

HRID 267473Notes

Reaction equation

HRID 267473 reaction equation
[Br:1][C:2]([F:10])([C:6]([Br:9])([F:8])[F:7])[C:3](F)=[O:4].[Cl-:11].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Br:1][C:2]([F:10])([C:6]([Br:9])([F:8])[F:7])[C:3]([Cl:11])=[O:4]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 13348578HCID 13348578, compound

Product 1

HCID 21527490HCID 21527490, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 163-g (0.56 mole) sample of 2,3-dibromo-2,3,3-trifluoropropionyl fluoride was added dropwise to a mechanically stirred suspension of 76 g (0.56 mole) of aluminum chloride in 282 ml of methylene chloride. The reaction mixture warmed spontaneously to 40°. After cooling, the volatile portion of the reaction mixture was distilled under reduced pressure into a Dry Ice-cooled trap. Redistillation gave 97.5 g (57%) of 2,3-dibromo-2,3,3-trifluoropropionyl chloride as a colorless liquid: bp 128°-129°; nD25 1.4436; ir (liquid) 5.57 μ (COCl); 19F nmr (CCl3F) μ 55.7 ppm (d, J = 175 Hz to d, J = 14.5 Hz, 1F), 57.9 ppm (d, J = 175 Hz to d, J = 16 Hz, 1F) and 116.5 ppm (d, J = 16 Hz to d, J = 14.5 Hz, 1F).

Workup

  1. temperatureThe reaction mixture warmed spontaneously to 40°
  2. temperatureAfter cooling
  3. distillationthe volatile portion of the reaction mixture was distilled under reduced pressure into a Dry Ice-
  4. temperaturecooled trap
  5. distillationRedistillation

Sources & evidence

ORD record
ord-4bfece2d24a74a41afc06ff7cda0788e
Source dataset
uspto-grants-1976_03
Patent number
US03943112

Reaction notes

Loading…