Thionyl Chloride → 5-chloro-3-methylthio-5H-dibenzo[a,d]cycloheptene
反応式
S(Cl)([Cl:3])=O.[CH3:5][S:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:16]=[CH:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[CH:12](O)[C:11]=2[CH:22]=1>C1C=CC=CC=1>[Cl:3][CH:12]1[C:11]2[CH:22]=[C:7]([S:6][CH3:5])[CH:8]=[CH:9][C:10]=2[CH:16]=[CH:15][C:14]2[CH:17]=[CH:18][CH:19]=[CH:20][C:13]1=2参加物
4
実験手順
Molar excess (5 milliliters) of thionyl chloride was added to a solution of the 3-methylthio-5H-dibenzo[a,d]cyclohepten-5-ol intermediate in 45 milliliters of benzene and the resulting mixture heated under reflux for two hours to obtain a 5-chloro-3-methylthio-5H-dibenzo[a,d]cycloheptene (chloro compound) intermediate in the reaction mixture. The reaction mixture was subjected to reduced pressure to co-evaporate benzene and unreacted thionyl chloride, and the procedure repeated with several additions of benzene to obtain a purified chloro compound intermediate.