反应详情

To a solution of 2-bromopyridine (380 mg) in anhydrous tetrahydrofuran (3 mL) is slowly added a 1M solution of isopropylmagnesium bromide in tetrahydrofuran (2.64 mL) at room temperature. After stirring for 2 hours, 2-fluoro-5-(trifluoromethoxy)benzaldehyde (0.50 mL) is added and the reaction mixture stirred for 2 hours. After hydrolysis with water and 3N hydrochloric acid, the mixture is washed with diethyl ether, basified with concentrated sodium hydroxide and extracted with ethyl acetate twice. The pooled organic extracts are dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by chromatography over silica gel (heptane/ethyl acetate 2/1) to afford (2-fluoro-5-trifluoromethoxyphenyl)pyridin-2-ylmethanol as an orange oil.

1. stirringthe reaction mixture stirred for 2 hours
2. washthe mixture is washed with diethyl ether
3. extractionextracted with ethyl acetate twice
4. dry with materialThe pooled organic extracts are dried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue is purified by chromatography over silica gel (heptane/ethyl acetate 2/1)