Sciencemadness Discussion Board

How likely is HCl to cleave methylenedioxy groups?

Maui3 - 29-12-2024 at 12:41

How likely is the HCl generated in friedels craft alkylation to cleave a methylenedioxy group?

Maui3 - 29-12-2024 at 12:43

For reference I am talking about doing a FC-alkylation with benzodioxole and ethyl chloride.

Nemo_Tenetur - 30-1-2025 at 15:52

I´ve done some Friedel-Crafts-acylations (not alkylations) in the past. The generated HCl isn´t the problem, but the used anhydrous aluminum chloride as catalyst. The catalyst destroyed the MD-bridge even at minus 20 degree centigrade. Then I switched to anhydrous tin tetrachloride (nasty stuff by the way) in dichloromethane as solvent at room temperature and got after an hour about 40 - 45 % yield.