反应详情

温度

50 °C

1,1,1-Trifluoro-3-[(benzyl)oxy]-2-{[(benzyl)oxy]methyl}-2-propanol (1.3 kg, 3.82 mol, 1.0 eq.) was placed in a 10 L flange flask equipped with a overhead stirrer, followed by ethanol (4.5 L). 10% palladium on carbon (27 g) was added under Argon atmosphere. The reaction was then subjected to hydrogenolysis at atmospheric pressure (6 balloons) and stirred overnight at 50° C. (the balloons were topped up repeatably during the day). 1H NMR showed completion of reaction had been reached after 1 week, required additional 10% palladium on carbon (4 g). The reaction mixture was filtered through a pad of celite and washed with ethanol (2.5 L). The filtrate was concentrated under reduced pressure to give an oil. This was placed under high vacuum overnight to obtain a solid material. Toluene (1.5 L) was added and the mixture heated until the solid dissolved (˜60° C.), 2 layers were observed. The mixture was stirred using a magnetic stirrer and cooled using an ice-water bath, where a solid precipitated. The solid was broken up and stirred for a further 30 minutes, then isolated by filtration. The solid was washed with toluene (250 ml) and petroleum ether (250 ml). The solid was dried under high vacuum overnight to yield desired product (465 g).

1. customequipped with a overhead stirrer
2. customcompletion of reaction
3. waithad been reached after 1 week
4. filtrationThe reaction mixture was filtered through a pad of celite
5. washwashed with ethanol (2.5 L)
6. concentrationThe filtrate was concentrated under reduced pressure
7. customto give an oil
8. customThis was placed under high vacuum overnight
9. customto obtain a solid material
10. temperaturethe mixture heated until the solid
11. dissolutiondissolved (˜60° C.), 2 layers
12. stirringThe mixture was stirred
13. temperaturecooled
14. customwhere a solid precipitated
15. stirringstirred for a further 30 minutes
16. customisolated by filtration
17. washThe solid was washed with toluene (250 ml) and petroleum ether (250 ml)
18. customThe solid was dried under high vacuum overnight