Dibenzofuran → 3-Dibenzofuranyl phenyl iodonium tosylate

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[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[S:14]([C:26]1[CH:32]=[CH:31][C:29]([CH3:30])=[CH:28][CH:27]=1)([O:17][IH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O)(=[O:16])=[O:15].C(OCC)C>C(O)(=O)C>[S:14]([C:26]1[CH:32]=[CH:31][C:29]([CH3:30])=[CH:28][CH:27]=1)([O-:17])(=[O:16])=[O:15].[C:1]1([C:22]2[CH:21]=[C:20]([IH+:18])[CH:25]=[CH:24][CH:23]=2)[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

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온도: 50 °C

실험 절차

A mixture of 16.8 grams (0.1 mole) dibenzofuran and 39.2 grams (0.1 mole) phenyliodoso tosylate in 150 ml glacial acetic acid was stirred for 3.5 hours at 50° C. There was added to the mixture, 200 ml diethyl ether which resulted in the precipitation of 3-dibenzofuranyl phenyl iodonium tosylate. The mixture was suspended in water to remove unreacted phenyliodoso tosylate then filtered and dried. A 62.5% yield of the above salt was obtained having a melting point of 188°-190° C.