Water → HCID 14676132, compound

HRID 1638737Notes

Reaction equation

HRID 1638737 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10]([O:12][CH3:13])=[O:11])[CH:9]=1)(=[O:3])[CH3:2].[Br:15]Br.O>C(Cl)(Cl)Cl>[Br:15][CH2:2][C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10]([O:12][CH3:13])=[O:11])[CH:9]=1)=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 14676131HCID 14676131, compound

Product 1

HCID 14676132HCID 14676132, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
40 °C

Procedure

In 200 ml of chloroform was dissolved 21.2 g of methyl 5-acetyl-2-methylbenzenesulfinate and then 16.8 g of bromine was added dropwise to the solution with stirring at 40° C. After the reaction was over, the reaction mixture was added to 500 ml of water and the chloroform layer formed was recovered, washed with a saturated aqueous sodium hydrogen-carbonate solution, and dried with anhydrous magnesium sulfate. Then, the solvent was distilled off and the crude crystals formed were recrystallized from ethanol to provide 26 g of methyl 5-bromoacetyl-2-methylbenzenesulfinate having a melting point of 123°-125° C.

Workup

  1. customwas recovered
  2. washwashed with a saturated aqueous sodium hydrogen-carbonate solution
  3. dry with materialdried with anhydrous magnesium sulfate
  4. distillationThen, the solvent was distilled off
  5. customthe crude crystals formed
  6. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-44348bf2f2ef4b5fa0f7a565d1925d22
Source dataset
uspto-grants-1989_11
Patent number
US04880841

Reaction notes

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