Dear all,
please send any reference for synthesis of trichloromethyl benzene from trifluoromethyl benzene with out use AlCl3 ?
Hi Kuldip,
SciFi has a single reference (I searched it using structure_editor/reaction/substructures of more complex structures tool) for AlCl3-free conversion of ArCF3 to ArCCl3 (find it attached). It is an old paper and written in German, and if I understand well, you might get what you need by dissolving c.a. 0.01 mol of your substrate in 30 ml CCI4 and adding 0.01 mol of BCl3 and stirring reaction mixture for 12 h (10 times higher amounts are given in original protocol). After the removal of solvent under vacuum, you could get your product (page 68, compound 45). Have in mind that this protocol was not meant for ArCF3 to ArCCl3 transformation. ArCCl3 was only a byproduct. If you give this a try, it is quite possible you might end up with low yield.
Any specific reason you want to avoid AlCl3?
Good luck!
Thanks sir for reference.
because AlCl3 not used in plant.So we avoided this reagent.
Article ChemInform Abstract: Synthetic Methods for Compounds Having ...
Polina D. Blagojevic
I guess that, most probably, BF3 is a by-product of this reaction and it escapes from the reaction in the form of a gas as and when it is formed. Am I correct ?
Kuldeep Singh Rajawat
Quite often, in an equilibrium reaction, one of the products is removed from the reaction mixture in order to drive the reaction to the desired product side.
An wild guess from my side is to try andydrous CaCl2 as well in this reaction. In this case, most probably, the by-product would be CaF2, which is most likely to get separated from the reaction mixture as solid precipitate.
Dear K. S. Rajawat, i suggest to use Cl2 gas in dry THF at 0 oC, but be cautious and careful in passing Cl2 gas.
In case you plan using Cl2 gas, I would like to request you to be extremely careful. You need to consider all pros and cons in advance and plan /execute the experiment accordingly.
Please take care of the following points.
(1) I understand, reaction with Cl2 is going to liberate F2 gas, which is extremely corrosive and hence requires special precautions. Please study this thoroughly before venturing.
(2) F2 may react with organics violently.
(3) F2 may corrode glass.
(4) F2 is extremely harmful for health.
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