反应详情

A solution of 10.0 g (45 mmoles) of 1-bromo-8-methylnaphthalene in 5 ml of ethyl ether is added gradually to a stirred mixture of 1.2 g (50 mmoles) of magnesium in 30 ml of anhydrous ether. The mixture is stirred at reflux for 1 hour and a solution of 6.0 g (43 mmoles) of 1-acetyl-4-piperidinecarbonitrile in 10 ml of tetrahydrofuran slowly added. The mixture is allowed to stir for 16 hours, an excess of saturated aqueous ammonium chloride solution added and the mixture heated on a steam bath for 3 hours. After cooling, the mixtures is extracted with toluene and the organic phase dried over MgSO4, filtered and concentrated in vacuo. The residue is dissolved in 20 ml of ethanol and made basic with sodium hydroxide and the solution extracted into toluene. Dry hydrogen chloride is bubbled through the organic phase to yield 8-methyl-1-naphthyl 4-piperidyl ketone hydrochloride.

1. temperatureat reflux for 1 hour
2. stirringto stir for 16 hours
3. temperaturethe mixture heated on a steam bath for 3 hours
4. temperatureAfter cooling
5. extractionthe mixtures is extracted with toluene
6. dry with materialthe organic phase dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. dissolutionThe residue is dissolved in 20 ml of ethanol
10. extractionthe solution extracted into toluene
11. customDry hydrogen chloride is bubbled through the organic phase