反应详情

5-Hydroxy-2-nitrobenzaldehyde (6.0 g) is dissolved in dry tetrahydrofuran (90 ml), and thereto is added dropwise with stirring vinylmagnesium bromide (2.3 equivalents) under -78° C. The mixture is gradually warmed, and after the reaction is completed, to the reaction mixture is added 1N hydrochloric acid. The mixture is extracted with ethyl acetate, and the organic layer is separated, washed with a saturated sodium chloride solution, dried over sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography to give 1-(5'-hydroxy-2'-nitrophenyl)-2-propen-1-ol (5.09 g) as a yellow brown powder.

1. temperatureThe mixture is gradually warmed
2. extractionThe mixture is extracted with ethyl acetate
3. customthe organic layer is separated
4. washwashed with a saturated sodium chloride solution
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe residue is purified by silica gel column chromatography