Triphenylphosphine → 1,4-dimethyl-5-(2,2-difluoroethoxy)-3-trifluoromethyl-1H-pyrazole

To a solution of 9.0 g (50.0 mmol) of 1,4-dimethyl-5-hydroxy-3-trifluoromethyl-1H-pyrazole in 50 ml of tetrahydrofuran were added 14.4 g (55.0 mmol) of triphenylphosphine and 4.5 g (55.0 mmol) of 2,2-difluoroethanol at room temperature, followed by stirring. Furthermore, 12.3 g (60.0 mmol) of diisopropyl azodicarboxylate was added thereto under ice-cooling, followed by stirring at room temperature overnight. After the completion of the reaction was confirmed, the reaction solution was poured into water and extracted with ethyl acetate. The resulting organic layer was washed with water and saline, successively, and then dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure and the residue was purified by silica gel column chromatography to obtain 6.8 g (yield: 55.7%) of 1,4-dimethyl-5-(2,2-difluoroethoxy)-3-trifluoromethyl-1H-pyrazole as a pale yellow liquid.

1. temperatureunder ice-cooling
2. stirringby stirring at room temperature overnight
3. extractionextracted with ethyl acetate
4. washThe resulting organic layer was washed with water and saline
5. dry with materialsuccessively, and then dried over anhydrous magnesium sulfate
6. customThe solvent was removed by evaporation under reduced pressure
7. customthe residue was purified by silica gel column chromatography

ORDレコード

ord-5b91c0310cd047e187a2e112e5e14e56

出典データセット

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07256298B2