2-Aminobiphenyl → 2-(o-Biphenylyl)thiophene

反応式

N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[S:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1.N(OCCCC)=O>>[C:3]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:15]1[S:14][CH:18]=[CH:17][CH:16]=1

参加物

反応物 3

HCID 70152-Aminobiphenyl

HCID 8030Thiophene2 回

HCID 10996Butyl nitrite

生成物 1

HCID 142439862-(o-Biphenylyl)thiophene収率 34.8%

実験手順

In a 4-l Erlenmeyer flask were placed 100 g (0.600 mole) of Pfalz and Bauer o-aminobiphenyl, m.p. 49°-51° C., 3000 ml (38.2 moles) of thiophene and 90 ml (0.80 mole) of n-butyl nitrite. The mixture was thoroughly stirred and then allowed to stand at room temperature for eight days. Unreacted thiophene was removed by distillation. The residue was distilled at reduced pressure to give 49.4 g (34.8%) of 2-(o-biphenylyl)thiophene b.p. 138°-155° C. (0.1 mm), ND20 1.6465.