Potassium Carbonate → Phenyl vinyl sulfone

HRID 1075494Notes

Reaction equation

HRID 1075494 reaction equation
Cl[CH2:2][CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:6])=[O:5].C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[C:7]1([S:4]([CH:3]=[CH2:2])(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 13646((2-Chloroethyl)sulphonyl)benzene

Product 1

HCID 79664Phenyl vinyl sulfoneYield 98.4%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 1140TolueneSolvent

Conditions

Temperature
42.5 °C

Procedure

(β-chloroethylsulfonyl)benzene (40.9 g, 200 mmol) was dissolved in 100 g of toluene, to this solution were added 30.7 g of 49% aqueous potassium carbonate solution (potassium carbonate 109 mmol) and 1.01 g (10 mmol) of triethylamine, and the mixture was stirred for 3 hours at from 40 to 45° C. Then, the mixture was washed with 70 g of water once, with 35 g of 5% aqueous sulfuric acid solution once and further with 35 g of water once, and the solvents were distilled off to obtain 33.1 g (yield 98.4%) of phenylvinylsulfone.

Workup

  1. washThen, the mixture was washed with 70 g of water once
  2. distillationwith 35 g of 5% aqueous sulfuric acid solution once and further with 35 g of water once, and the solvents were distilled off

Sources & evidence

ORD record
ord-7bb2b429758e42b9b2e0126b055008c1
Source dataset
uspto-grants-1999_05
Patent number
US05902905

Reaction notes

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