This patent describes one possible synthesis: WO2012120135
They lithanate 5-bromo-1,2,3-trichlorobenzene and toss in ethyl trifluoroacetate.
Important to note for that they used some n-BuLi for the metallation of the trichlorobromobenzene what is not the best to work with.
I would suggest to use a Grignard instead of the BuLi, much better to work with...
If 3,4,5 trichlorobenzaldehyde is aviable than there is also another route, with trifluormethyl-iodide or bromide, a schlenk tube and some zinc
powder. It will form the corresponding alcohol what could be easily oxidized to the ketone.
This is described at: Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 7 p. 1951 -
1957
Another version: Chemistry Letters, 1984 , p. 517 - 520
Also there is another version of this reaction where they generate the trifluormethyliodide in situ from sodium trifluoracetate: Journal of Fluorine
Chemistry, 2005 , vol. 126, # 6 p. 937 - 940 hmtlion - 6-1-2013 at 21:00
ThanksVitaminX - 10-1-2013 at 17:47
I synthesized 2',2',2'-Trichloro and 2',2',2'-Trifluoroacetophenone (without ring substitution) and I have to warn you. It is a VERY strong
lachrimatory. I wanted to die right there right now.
It was synthed from acetophenone with Cl2 gas. Synthesis was performed from: Cohen S., Wolosinski H., Scheurer P., J. Am. Chem. Soc., 72, 3952,1950
If you start from the 3,4,5-trichloroacetophenone you should get what you need.
[Edited on 11-1-2013 by VitaminX]
Thnaks
hmtlion - 29-1-2013 at 23:10
Thnaks, I got the compound. via grignardaliana - 31-1-2013 at 22:45
