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Author: Subject: How likely is HCl to cleave methylenedioxy groups?
Maui3
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[*] posted on 29-12-2024 at 12:41
How likely is HCl to cleave methylenedioxy groups?

How likely is the HCl generated in friedels craft alkylation to cleave a methylenedioxy group?
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Maui3
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[*] posted on 29-12-2024 at 12:43


For reference I am talking about doing a FC-alkylation with benzodioxole and ethyl chloride.
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Nemo_Tenetur
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[*] posted on 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.
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 Sciencemadness Discussion Board » Fundamentals » Chemistry in General » How likely is HCl to cleave methylenedioxy groups?   Go To Top