Bromine → 1-Bromo-4,6,6-trichloro-3,3-dimethylhex-5-en-2-one

HRID 981798Notes

Reaction equation

HRID 981798 reaction equation
[Cl:1][C:2]([Cl:12])=[CH:3][CH:4]([Cl:11])[C:5]([CH3:10])([CH3:9])[C:6](=[O:8])[CH3:7].[Br:13]Br>C(Cl)(Cl)Cl>[Cl:1][C:2]([Cl:12])=[CH:3][CH:4]([Cl:11])[C:5]([CH3:9])([CH3:10])[C:6](=[O:8])[CH2:7][Br:13]

Participants

4

Reactant 2

HCID 24408BromineHCID 132983234,6,6-Trichloro-3,3-dimethylhex-5-en-2-one

Product 1

HCID 200710561-Bromo-4,6,6-trichloro-3,3-dimethylhex-5-en-2-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

11.475 g (0.05 mol) of 1,1,3-trichloro-4,4-dimethyl-1-hexen-5-one are dissolved in 150 ml of chloroform, and 8 g (0.05 mol) of bromine are added without cooling. The mixture is stirred for 3 hours at room temperature, and hydrogen bromide and solvent are distilled off in vacuo; the final residues are removed in a high vacuum. 15.5 g are obtained of crude 1,1,3-trichloro-6-bromo-4,4-dimethyl-1-hexen-5-one, the structure of which is confirmed by the 1H-NMR spectrum. It is used directly in the next stage:

Workup

  1. temperaturewithout cooling
  2. distillationhydrogen bromide and solvent are distilled off in vacuo
  3. customthe final residues are removed in a high vacuum

Sources & evidence

ORD record
ord-b6f9fe907bc041ffa649aa2aa9f3bc8e
Source dataset
uspto-grants-1991_02
Patent number
US04992577

Reaction notes

Loading…