Acetic Anhydride → 3-Methyl-7-(o-tolylthio)-2,3-dihydrobenzofuran-2-one
Reaction equation
O[C:2]1[C:7]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:16]([CH3:20])[C:17]([OH:19])=[O:18].C(OC(=O)C)(=O)C>>[CH3:20][CH:16]1[C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([S:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH3:15])[C:2]=2[O:18][C:17]1=[O:19]Participants
3
Procedure
A mixture of 2-[2-hydroxy-3-(o-tolylthio)phenyl]propionic acid (2.0 g) and acetic anhydride (5 ml) was refluxed under heating and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 30 g, benzene) to give 3-methyl-7-(o-tolylthio)-2,3-dihydrobenzofuran-2-one (1.4 g).
Workup
- temperaturewas refluxed
- temperatureunder heating
- customevaporated under reduced pressure
- customThe residue was purified by column chromatography (silica gel 30 g, benzene)