Benzene → HCID 22389599, compound

HRID 1862190Notes

Reaction equation

HRID 1862190 reaction equation
[CH:1]([CH:3]([S:10][CH3:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:2].[CH:12]1C=CC=CC=1.[S:18]([O:23]C)([O:21][CH3:22])(=[O:20])=[O:19]>O>[CH3:22][O:21][S:18]([O-:23])(=[O:20])=[O:19].[CH3:11][S+:10]([CH3:12])[CH:3]([CH:1]=[CH2:2])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 6497Dimethyl SulfateHCID 13928469HCID 13928469, compound

Product 1

HCID 22389599HCID 22389599, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl (vinylbenzyl) sulfide (13.59 g, 8.25×10−2 mol), benzene (45 ml), and dimethyl sulfate (8.9 ml, 9.4×10−2 mol) were combined in a 100 ml round bottomed flask equipped with a nitrogen inlet. The mixture was allowed to stir at room temperature for 44 hours, at which point two layers were present. Water (20 ml) was added and the top (benzene) layer was removed by pipette. The aqueous layer was extracted three times with 30 ml of diethyl ether and a vigorous stream of nitrogen was bubbled through the solution to remove residual volatile compounds. The product was used without further purification as a 35% (w/w) solution.

Workup

  1. customequipped with a nitrogen inlet
  2. customthe top (benzene) layer was removed by pipette
  3. extractionThe aqueous layer was extracted three times with 30 ml of diethyl ether
  4. customa vigorous stream of nitrogen was bubbled through the solution
  5. customto remove residual volatile compounds
  6. customThe product was used without further purification as a 35% (w/w) solution

Sources & evidence

ORD record
ord-a415709f4a60438e883a862ae521ace6
Source dataset
uspto-grants-2003_03
Patent number
US06537730B1

Reaction notes

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