Bromine → HCID 13073534, compound

HRID 464917Notes

Reaction equation

HRID 464917 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[Br:15]Br>C(Cl)Cl>[Br:15][CH2:9][C:8](=[O:10])[C:7]([O:6][C:5]1[CH:13]=[CH:14][C:2]([Cl:1])=[CH:3][CH:4]=1)([CH3:11])[CH3:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 13073533HCID 13073533, compound

Product 1

HCID 13073534HCID 13073534, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

110.2 g (0.5 mol) of 3-(4-chlorophenoxy)-3-methyl-butan-2-one were dissolved in 500 ml of methylene chloride, and 83 g (0.52 mol) of bromine were added dropwise at room temperature in a manner such that continuous decoloration occurred. When the addition had ended, the mixture was subsequently stirred for 30 minutes, the organic phase was washed twice with 300 ml of water and twice with 300 ml of saturated sodium bicarbonate solution and was dried over sodium sulphate and distilled. 105.9 g (70% of theory) of 1-bromo-3-(4-chlorophenoxy)-3-methyl-butan-2-one of boiling point 115° to 118° C./0.1 mm Hg were obtained. ##STR811##

Workup

  1. additionWhen the addition
  2. washthe organic phase was washed twice with 300 ml of water and twice with 300 ml of saturated sodium bicarbonate solution
  3. dry with materialwas dried over sodium sulphate
  4. distillationdistilled

Sources & evidence

ORD record
ord-81febecca0b346faa2cd80efc0ce8bcd
Source dataset
uspto-grants-1985_10
Patent number
US04549900

Reaction notes

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