Ethyl trifluoroacetate → Butane-1,3-dione, 4,4,4-trifluoro-1-(4-imidazol-1-ylphenyl)-

Temperatur

-78 °C

To a THF (5 mL) solution of 1,1,1,3,3,3-hexamethyldisilazane (0.178 g, 1.1 mmol) was added n-butyl lithum (1.6 M solution in hexane, 0.72 mL, 1.2 mmol) at 0° C. under nitrogen, and the mixture was stirred for 30 minutes, and cooled to −78° C. 4-(1-Imidazolyl)acetophenone (prepared according the method of M. A. Khan et. al., J. Chem. Soc. C., 1970, 85., 0.186 g, 1.0 mmol) was added to the mixture, and residue was stirred for 1 hour. Ethyl trifluoroacetate (0.17 g, 1.2 mmol) was added to the reaction mixture, the residure was warm to room temperature. The reaction mixture was poured into ice water and the whole was extracted with ethyl acetate (30 mL×2). The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The resulting solid was washed with small amount of ethyl acetate to give the title compound (0.163 g).

1. addition, 0.186 g, 1.0 mmol) was added to the mixture, and residue
2. stirringwas stirred for 1 hour
3. temperaturethe residure was warm to room temperature
4. extractionthe whole was extracted with ethyl acetate (30 mL×2)
5. washThe organic layer was washed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated in vacuo
8. washThe resulting solid was washed with small amount of ethyl acetate

ORD-Eintrag

ord-dd99a2f70be241dfb12ab52cfb0b765d

Quelldatensatz

uspto-grants-2001_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06294558B1