Phosphorus pentachloride → (4-Cyanophenyl)methanesulfonyl chloride

反応式

[C:1]([C:3]1[CH:13]=[CH:12][C:6]([CH2:7][S:8](O)(=[O:10])=[O:9])=[CH:5][CH:4]=1)#[N:2].[Na].P(Cl)(Cl)(Cl)(Cl)[Cl:16]>P(Cl)(Cl)(Cl)=O>[C:1]([C:3]1[CH:13]=[CH:12][C:6]([CH2:7][S:8]([Cl:16])(=[O:10])=[O:9])=[CH:5][CH:4]=1)#[N:2]

参加物

反応条件

温度: 80 °C

実験手順

5 g (22.83 mmol) of 4-cyanobenzylsulfonic acid, sodium salt, were moistened with approx. 20 ml of phosphoryl chloride after which 5.2 g (25.11 mmol) of PCl5 were added and the mixture was stirred for 15 min while being cooled with ice. The mixture was then heated at 80° C. for 4 h. After that, the mixture was poured onto ice and this fresh mixture was stirred vigorously for 30 min; the product then separated out on the ice as a white solid. After the ice had partially thawed, the mixture was filtered through a frit and the product/ice mixture which remained was washed several times with water. The crystals which remained were dried in vacuo and used directly for the next step in the synthesis.