反应详情

p-Fluorobenzyl chloride (0.1 mol) in dry deithyl ether (100 ml) was added dropwise to magnesium turnings (0.11 g atoms) and the solution stirred vigorously until refluxing occurred. When all the magnesium had reacted, the solution was refluxed for a further 1 hour and then cooled to room temperature. Phenacyl chloride (0.05 mol) in dry diethyl ether (50 ml) was added dropwise to the solution over 1 hour at such a rate as to maintain gentle reflux. The mixture was refluxed for 2 hours, cooled to room temperature and the mixture poured into ice/ammonium chloride solution to decompose the complex. The ethereal solution was washed several times with water (2×200 ml), dried (Na2SO4), and the solvent removed in vacuo to give, as a colourless oil, the crude chlorohydrin. The latter was dissolved in dimethylformamide (40 ml) and a solution of sodium triazole [prepared from sodium (0.05 g atoms) in methanol (20 ml) and 1,2,4-triazole (0.05 mol)] added dropwise at room temperature. After stirring at room temperature for 2 hours, the solution was warmed at 50° for 3 hours. The solvent was removed in vacuo and the mixture poured into water to give a crystalline solid which was recrystallised from petroleum ether/chloroform to give the title compound, m.p. 116-8°.

1. temperatureuntil refluxing
2. temperaturethe solution was refluxed for a further 1 hour
3. temperatureto maintain gentle reflux
4. temperatureThe mixture was refluxed for 2 hours
5. temperaturecooled to room temperature
6. washThe ethereal solution was washed several times with water (2×200 ml)
7. dry with materialdried (Na2SO4)
8. customthe solvent removed in vacuo
9. customto give, as a colourless oil
10. stirringAfter stirring at room temperature for 2 hours
11. temperaturethe solution was warmed at 50° for 3 hours
12. customThe solvent was removed in vacuo
13. additionthe mixture poured into water
14. customto give a crystalline solid which
15. customwas recrystallised from petroleum ether/chloroform