Water → HCID 22938510, Verbindung

Temperatur

90 °C

2-(4-fluoro-2-trifluoromethylbenzoyl)-4-methylpyridine (4.5 g) and sodium azide (1.3 g) were suspended in dimethylsulfoxide (30 ml), and the mixture was heated with stirring overnight under nitrogen atmosphere at 90° C. The mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and then, the solvent was evaporated. The residue was dissolved in tetrahydrofuran (30 ml), and to the solution was added aluminum lithium hydride (1.2 g) under ice-cooling, and the mixture was stirred for 1 hour under nitrogen atmosphere under ice-cooling. Water (1.2 ml), 15% aqueous solution of sodium hydroxide (1.2 ml) and water (3.6 ml) were added to the mixture, and the mixture was stirred, dried over anhydrous magnesium sulfate, and filtrated. The solvent of the filtrate was distilled off, to give (4-amino-2-trifluoromethylphenyl)(4-methylpyridin-2-yl)methanol (3.6 g) as colorless crystals.

1. temperaturethe mixture was heated
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed with water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. customthe solvent was evaporated
6. dissolutionThe residue was dissolved in tetrahydrofuran (30 ml)
7. additionto the solution was added aluminum lithium hydride (1.2 g) under ice-
8. temperaturecooling
9. stirringthe mixture was stirred for 1 hour under nitrogen atmosphere under ice-
10. temperaturecooling
11. additionWater (1.2 ml), 15% aqueous solution of sodium hydroxide (1.2 ml) and water (3.6 ml) were added to the mixture
12. stirringthe mixture was stirred
13. dry with materialdried over anhydrous magnesium sulfate
14. filtrationfiltrated
15. distillationThe solvent of the filtrate was distilled off

ORD-Eintrag

ord-6e182b5deb8b49e48f6c951ea182d770

Quelldatensatz

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07262185B2