Potassium Carbonate → 4-(4-Cyanophenoxy)-1-chloro-2-butene

Reaction equation

[Cl:1][CH:2]=[CH:3][CH2:4][CH2:5]Cl.[C:7]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)#[N:8].C([O-])([O-])=O.[K+].[K+]>CC#N>[C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:5][CH:4]=[CH:3][CH2:2][Cl:1])=[CH:11][CH:10]=1)#[N:8]

Participants

Procedure

1,4-Dichlorobutene (750 g; 5 mol) was added to a stirred suspension of 4-cyanophenol (119.12 g; 1 mol) and K2CO3 (345 g; 2.5 mol) in MeCN (1000 mL) and the reaction mixture was refluxed for 4 h. The reaction mixture was filtered and concentrated. The residue was dissolved in di-iso-propyl ether (2000 mL) and after 24 h the precipitate was filtered off. The filtrate was concentrated giving the sub-title compound as a yellow oil which solidified upon standing (186 g; 0.89 mol).