I found that FCH2COOH can be made from ClCH2COOH by an halogen exchange, this is more easy than my method. BUT after a little search in merck index, I found that FCH2COOH is a violent poison, neurotoxic and it is not something you want around you. So I think Rhod's route is better.
Rhod :'Reduction of the ketone must be done with the wolff-kishner method, or you'll destroy the molecule.'
The yields are shitty with ZN/HCl in pihkal (2C-P) but they are better than with hydrazine in triethyleneglycol (2C-E).
It will be really cool if CTH worked, otherwise maybe DMSO as solvent and hydrazine, the conditions are milder but the yields are better aren't they?
I've got a new idea last week, it's surprising I haven't got it before: what about reacting trifluoroacetic acid with SOCl2, then FC it with 1,4dmbenzene, reducing the acetophenone, formylate the alcane,get 2,5-dimethoxy-4-(2-trifluoroethyl)-benzaldehyde nitr/reduct it and get the 'I am sure of it very cool' 2C-TFE(or 2C-ETF)? If it work it will be easier to do it than to do 2C-EF because trifluoroacetic acid is commercially avaiable, no need to do some nasty fluorination.
Well what are the major pitfall in this synthesis?
-F/C TFacetyl chloride with 1,4dmbenzene: Do someone know if this would be a problem? But i bet it will work.
-Reduction of the ketone: well if there is a pitfall I think it will be there, is the TFacetophenone more sensitive than acetophenone?
P
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