Reaction equation
[Cl:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([CH3:16])[CH:11]=[CH:12][C:13]=1[O:14][CH3:15].Cl>C1C=CC=CC=1>[S:2]([Cl:1])([OH:5])(=[O:4])=[O:3].[CH3:16][C:10]1[CH:9]=[C:8]([O:7][CH3:6])[C:13]([O:14][CH3:15])=[CH:12][CH:11]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
23.2 gm (0.2 mol) of chlorosulfonic acid were slowly added dropwise to 15.2 gm (0.1 mol) of 3,4-dimethoxy-toluene at about - 10° C., while stirring and cooling. Afterwards, the mixture was allowed to warm to room temperature, and was then stirred until the evolution of hydrogen chloride ceased. The reaction mixture was poured over ice, and the precipitated sulfochloride was extracted with ether. The organic phase was successively washed with sodium bicarbonate solution and water, and then evaporated to dryness in vacuo. A turbid oil was obtained as a residue, which solidified after cooling. Rf -value (benzene): 0.5.
Workup
- temperaturecooling
- additionThe reaction mixture was poured over ice
- extractionthe precipitated sulfochloride was extracted with ether
- washThe organic phase was successively washed with sodium bicarbonate solution and water
- customevaporated to dryness in vacuo
- customA turbid oil was obtained as a residue
- temperatureafter cooling
Sources & evidence
- ORD record
- ord-8da7098edd54451688031f7be482a051
- Source dataset
- uspto-grants-1977_07
- Patent number
- US04038407
Linked notes
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