Bromine → 2-(2'-Difluoromethoxy-4'-chlorophenyl)-2-bromomethyl-4-ethyl-1,3-dioxolane

HRID 1721921Notes

Reaction equation

HRID 1721921 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:15])[O:12][CH:11]([CH2:13][CH3:14])[CH2:10][O:9]2)=[C:4]([O:16][CH:17]([F:19])[F:18])[CH:3]=1.[Br:20]Br>C(Cl)(Cl)Cl>[F:19][CH:17]([F:18])[O:16][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[C:8]1([CH2:15][Br:20])[O:12][CH:11]([CH2:13][CH3:14])[CH2:10][O:9]1

Participants

4

Reactant 2

HCID 24408BromineHCID 230432952-(4'-Chloro-2'-difluoromethoxyphenyl)-2-methyl-4-ethyl-1,3-dioxolane

Product 1

HCID 230432922-(2'-Difluoromethoxy-4'-chlorophenyl)-2-bromomethyl-4-ethyl-1,3-dioxolane

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

12.7 parts of the 2-(4'-chloro-2'-difluoromethoxyphenyl)-2-methyl-4-ethyl-1,3-dioxolane prepared in (a) are dissolved in 100 ml of abs. chloroform and the solution is warmed to 30° C. Under irradiation with a 150 watt spot lamp, 7.3 parts of bromine in 30 ml of abs. chloroform are added dropwise over 1 hour and the reaction mixture is then stirred for 2 hours at room temperature. The reaction mixture is then washed with 2×100 ml of water, dried over sodium sulfate, and filtered. The solvent is removed by evaporation and the oily residue is purified by high vacuum distillation; b.p. 113°-115° C./0.05 mbar.

Workup

  1. dissolutionare dissolved in 100 ml of abs
  2. washThe reaction mixture is then washed with 2×100 ml of water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customThe solvent is removed by evaporation
  6. distillationthe oily residue is purified by high vacuum distillation

Sources & evidence

ORD record
ord-9c556aed82b242fd9db6bc1713745798
Source dataset
uspto-grants-1989_08
Patent number
US04853399

Reaction notes

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