反应详情

温度

70 °C

To 50 ml of methanol, was added 4.0 g of 4-(2,3,4,5,6-pentafluorophenoxy)-4-phenylpiperidine and 15 ml of a 37% aqueous formaldehyde solution. After stirring at 70° C. for two hours, the mixture was cooled, and treated (portionwise) with 2.5 g of sodium borohydride over a period of five minutes. After stirring at ambient temperature for two hours, the reaction mixture was evaporated to a semi-solid. The semi-solid was stirred with 50 ml water, then extracted with ethyl acetate. The organic layer was washed with water, followed by a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After filtering, evaporation of the solvent yielded a residue which was purified by means of a high pressure liquid chromatography (silica gel, elution with 5% methanol/dichloromethane). The desired fractions were combined, then evaporated to afford 1-methyl-4-(2,3,4,5,6-pentafluorophenoxy)-4-phenylpiperidine as an oil. The oil was dissolved in isopropanol, and acidified to pH 1with etheral-oxalic acid. The resultant precipitate was collected and dried to give 2.5 g (47%), of 1-methyl-4-(2,3,4,5,6-pentaflurophenoxy)-4-phenylpiperidine oxalate, m.p. 152°-154° C. (dec).

1. temperaturethe mixture was cooled
2. stirringAfter stirring at ambient temperature for two hours
3. customthe reaction mixture was evaporated to a semi-solid
4. stirringThe semi-solid was stirred with 50 ml water
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with water
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationAfter filtering
9. customevaporation of the solvent
10. customyielded a residue which
11. customwas purified by means of a high pressure liquid chromatography (silica gel, elution with 5% methanol/dichloromethane)
12. customevaporated