反应详情

温度

0 °C

Under an inert atmosphere, 13.6 ml (13.6 mmol) of a solution (1N) of triborohydride complexed with tetrahydrofuran, in THF, are added dropwise to a solution of 0.58 g (3.4 mmol) of the compound obtained from step 5.1 in anhydrous THF, cooled to 0° C. The reaction mixture is heated at 70° C. for 3 hours. 15 ml of HCl solution (1N) are added to the reaction mixture cooled to room temperature. After stirring for 30 minutes, the aqueous phase is separated out by settling and extracted twice with ether (15 ml) and then basified by addition of sodium hydroxide solution (1N). The aqueous phase is then extracted 4 times with ethyl acetate (20 ml) and 4 times with dichloromethane (20 ml). The combined organic phases are dried over Na2SO4, filtered and concentrated under reduced pressure. The residue is taken up in methanol (4 ml), and 3.4 ml of a solution of HCl in ether are added. The solution is stirred for 30 minutes, and 5 ml of ether are then added. The solid formed is collected by filtration and dried under vacuum over P2O5. 0.51 g of product is obtained, in the form of a white powder. Yield 78%. MH+: 157.2 (tr: 0.4 min., condition 1).

1. temperatureThe reaction mixture is heated at 70° C. for 3 hours
2. temperaturecooled to room temperature
3. customthe aqueous phase is separated out
4. extractionextracted twice with ether (15 ml)
5. additionbasified by addition of sodium hydroxide solution (1N)
6. extractionThe aqueous phase is then extracted 4 times with ethyl acetate (20 ml) and 4 times with dichloromethane (20 ml)
7. dry with materialThe combined organic phases are dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. addition3.4 ml of a solution of HCl in ether are added
11. stirringThe solution is stirred for 30 minutes
12. addition5 ml of ether are then added
13. customThe solid formed
14. filtrationis collected by filtration
15. dry with materialdried under vacuum over P2O5