2,2,2-Trifluoroethanol → Potassium trifluoro((2,2,2-trifluoroethoxy)methyl)borate

To a suspension of sodium hydride (0.5377 g, 60 mass %, 13.44 mmol) in anhydrous THF (45 mL) at 0° C. is added dropwise 2,2,2-trifluoroethanol (1.345 g, 13.44 mmol). The resulting reaction mixture is slowly warmed to ambient temperature over 1 hour and then re-cooled to 0° C. Further potassium bromomethyl(trifluoro)boranuide (1.000 g, 4.481 mmol) is added in one portion and the resulting reaction mixture is stirred at ambient temperature for a further 22 h. The reaction is quenched with potassium hydrogen fluoride (2 mL, 4.5 M, 9.1 mmol) and stirred for 30 min. The suspension was concentrated in vacuo and diethyl ether was added to the solid residue. The resulting suspension is filtered, washing with more diethyl ether and the washed solid was re-dissolved in acetonitrile and filtered. The filtrate was concentrated in vacuo and triturated with diethyl ether to yield potassium trifluoro(2,2,2-trifluoroethoxymethyl)boranuide (0.950 g, 4.32 mmol, 96.4% Yield).

1. customThe resulting reaction mixture
2. temperaturere-cooled to 0° C
3. customthe resulting reaction mixture
4. stirringstirred for 30 min
5. concentrationThe suspension was concentrated in vacuo and diethyl ether
6. additionwas added to the solid residue
7. filtrationThe resulting suspension is filtered
8. washwashing with more diethyl ether
9. dissolutionthe washed solid was re-dissolved in acetonitrile
10. filtrationfiltered
11. concentrationThe filtrate was concentrated in vacuo
12. customtriturated with diethyl ether

ORDレコード

ord-22728378f0d948b1a78912bad952d912

出典データセット

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09049864B2