4-Fluoroaniline → 2-(4'Fluorophenyl) aminocyclohex-1-ene-1-carbonitrile

反応式

[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.O=[C:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[C:16]#[N:17].[Cl-].[Ca+2].[Cl-]>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[C:16]#[N:17])=[CH:4][CH:3]=1

参加物

反応物 3

HCID 97314-Fluoroaniline

HCID 2202972-Oxocyclohexanecarbonitrile

HCID 5284359Calcium Chloride

生成物 1

HCID 702554742-(4'Fluorophenyl) aminocyclohex-1-ene-1-carbonitrile

実験手順

4-Fluoro-aniline (1.11 g, 10.0 mmol), cyano-ketone (Example 32) (1.25 g, 10.2 mmol), calcium chloride (1.5 g, 13.5 mmol) and T.H.F. (20 ml) were heated under reflux for 17 hours. After cooling, the mixture was filtered and the solvent evaporated. Kugelrohr distillation (135° C., 0.08 mmHg) gave the product as a pale yellow powder.