Toluene → HCID 20535994, compound

HRID 1075495Notes

Reaction equation

HRID 1075495 reaction equation
Cl[CH2:2][CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=1)(=[O:6])=[O:5].C1(C)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(N(CC)CC)C.O>[N+:13]([C:9]1[CH:8]=[C:7]([S:4]([CH:3]=[CH2:2])(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=1)([O-:15])=[O:14]

Participants

6

Reactant 3

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 434616951-(beta-Chloroethylsulfonyl)-3-nitrobenzene

Product 1

HCID 20535994HCID 20535994, compoundYield 94.3%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

1-(β-chloroethylsulfonyl)-3-nitrobenzene (2.50 g, 10 mmol) was added to 20 g of toluene, to this solution were added 1.50 g of 49% aqueous potassium carbonate solution (potassium carbonate 5.3 mmol) and 50 mg (0.5 mmol) of triethylamine, and the mixture was stirred for 2 hours at 40° C. Then, 10 g of water was added and the mixture was separated to an organic phase and aqueous phase. This aqueous phase was extracted by chloroform, and the resulted organic phase was combined with the previous organic phase, dried over magnesium sulfate, the solvents were distilled off, to obtain 2.00 g (yield 94.3%) of (3-nitrophenyl)vinylsulfone.

Workup

  1. customthe mixture was separated to an organic phase and aqueous phase
  2. extractionThis aqueous phase was extracted by chloroform
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvents were distilled off

Sources & evidence

ORD record
ord-3d29567437e34bdcbf7054ae5276ff58
Source dataset
uspto-grants-1999_05
Patent number
US05902905

Reaction notes

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