Methanesulfonic Acid → HCID 15422638, compound
Reaction equation
CS(O)(=O)=O.O[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:17]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=3[S:15][CH:14]=2)=[CH:9][CH:8]=1>>[C:10]1([C:13]2[C:17]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=3[S:15][CH:14]=2)[CH:9]=[CH:8][CH:7]=[CH:12][CH:11]=1Participants
3
Procedure
To 80 ml. of methanesulfonic acid (cooled to about 15° C.) were added 20.0 g. of the above product. The resulting mixture was stirred for two hours, and the dark red solution was poured over about 2 liters of ice. The mixture was extracted with 1 liter of ether. The ether extract was washed twice with 100 ml. of aqueous sodium chloride solution and once with 100 ml. of aqueous sodium bicarbonate solution. The ether layer was dried over magnesium sulfate, filtered, and evaporated to give an oil. The oil was crystallized from a mixture of ether and hexane to obtain 12.0 g. of 3-(4-hydroxyphenyl)-6-methoxybenzothiophene as white crystals, m.p. 140°-140.5° C.
Workup
- extractionThe mixture was extracted with 1 liter of ether
- extractionThe ether extract
- wash