Benzene, 1-bromo-3-(trifluoromethyl)- → HCID 21096919, compound

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Reaction Steps

The process is performed as described in Example 2 (step 2.1). Starting with 25.6 g (113.90 mmol) of 1-bromo-3-(trifluoromethyl)benzene, 17.66 g (136.60 mmol) of 2-(4-piperidyl)ethanol, 26.24 g (273 mmol) of sodium tert-butoxide, 2.12 g (3.41 mmol) of BINAP and 1.04 g (1.14 mmol) of tris-(dibenzylideneacetone)dipalladium, and after chromatography on silica gel, eluting with a 25/75 mixture of ethyl acetate and cyclohexane, 17.90 g of an orange-coloured oily residue are obtained. This residue is then taken up in 100 ml of methanol, a solution of 4.24 g of potassium hydroxide in 15 ml of methanol is then added and stirring is continued at room temperature for 1 hour. The mixture is concentrated under reduced pressure and the residue is then taken up in chloroform and aqueous hydrochloric acid solution (1N). The organic phase is separated out and dried over sodium sulfate, and the filtrate is concentrated under reduced pressure. 14 g of product are obtained in the form of a dark yellow oil, which is used without further purification in the following step.

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