Bromine → 1-(Benzenesulfonyl)-3-bromopropan-2-one

HRID 745999Notes

Reaction equation

HRID 745999 reaction equation
[C:1]1([S:7]([CH2:10][C:11](=[O:13])[CH3:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:14]Br>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:12][C:11](=[O:13])[CH2:10][S:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)(=[O:8])=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 735827Phenylsulfonylacetone

Product 1

HCID 122775531-(Benzenesulfonyl)-3-bromopropan-2-oneYield 100.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a stirred suspension of 100.0 g (0.504 mole) phenylsulfonylacetone in 500 ml carbon tetrachloride, 80 g [25.7 ml (0.5 mole)] bromine dissolved in 75 g carbon tetrachloride were added dropwise. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was filtered, and the precipitate was washed with hexane to give 139.8 g of the above-identified product.

Workup

  1. additionwere added dropwise
  2. filtrationThe reaction mixture was filtered
  3. washthe precipitate was washed with hexane

Sources & evidence

ORD record
ord-c308884e5aba4fbd8ca1de442eb9fee8
Source dataset
uspto-grants-1986_07
Patent number
US04602030

Reaction notes

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