Tributylphosphine → Tributyl((4-chlorophenylthio)methyl)phosphonium chloride
Reaction equation
[CH2:1]([P:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][CH2:22]Cl)=[CH:17][CH:16]=1>O1CCOCC1.CCCCCC>[Cl-:14].[CH2:10]([P+:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:22][S:21][C:18]1[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=1)[CH2:11][CH2:12][CH3:13]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 8.45 g of tri(n-butyl)phosphine and 8.33 g of chloromethyl 4-chlorophenyl sulfide in 25 ml of p-dioxane was stirred and refluxed (101°-102° C.) for 20 hours. The mixture was cooled to room temperature and diluted with 100 ml of hexane. The white precipitate was filtered and dried to give 1, as a solid, mp 113°-114° C.