Diethylamine → 4-(4-Propylphenyl)-4'-(1-propynyl)tolan

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH3:17])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)#[CH:2].[C:18]([C:21]1[CH:26]=[CH:25][C:24](I)=[CH:23][CH:22]=1)#[C:19]C.[CH2:28](NCC)C>[Cu](I)I>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]#[C:16][C:17]3[CH:23]=[CH:22][C:21]([C:26]#[C:25][CH3:24])=[CH:18][CH:19]=3)=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)[CH2:2][CH3:28]

Participants

Procedure

4-Ethynyl-4'-propylbiphenyl (prepared according to the method disclosed in Japanese patent application laid-open No. Sho 58-110527/1983) (2.2 g, 0.01 mol) and 4-(1-propynyl)iodobenzene (2.4 g, 0.01 mol) were dissolved in diethylamine (20 ml), and then copper iodide (0.11 g, 0.15 mmol) and dichlorobistriphenylphosphinepalladium dichloride (0.21 g, 0.3 mmol) were added. The resulting mixture was subjected to reaction and purification operation in the same manner as in Example 1, to obtain the objective 4-(4-propylphenyl)-4'-(1-propynyl)tolan (compound