4-Toluenesulfonyl chloride → HCID 86761441, compound

Participants

Reaction Steps

(E)-N-(6-hydroxyhexyl)-2-(4-(2-phenyl-1-(4-(triisopropylsilyloxy)phenyl)but-1-enyl)phenoxy)acetamide from reaction 3 is dissolved in dichloromethane. To this solution are added triethyl amine and p-toluenesulfonyl chloride in that order. The solution is stirred until the reaction is complete (TLC). 5,5,6,6,6-pentafluorohexanethiol is then added and the mixture stirred until the reaction is complete (TLC). When the reaction is complete, the mixture is washed with dilute hydrochloric acid, dilute sodium bicarbonate and water. The organic layer is the dried over sodium sulfate or other suitable desiccant. The dried suspension is then filtered and concentrated under reduced pressure to afford (Z)-2-(4-(1-(4-hydroxyphenyl)-2-phenylbut-1-enyl)phenoxy)-N-(6-(4,4,5,5,5-pentafluoropentylthio)hexyl)acetamide among other products.

Provenance & Evidence