Water → HCID 14676132, compound

HRID 973452Notes

Reaction equation

HRID 973452 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 hydrogencarbonate 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 hydrogencarbonate 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-2cf7f4b9ab4c42dfb0f6c6d4518f110c
Source dataset
uspto-grants-1991_11
Patent number
US05063246

Reaction notes

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