反応 #1270375

反応方程式

5-(3,3-dimethyl-2-oxo-butoxy)-1-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid

DCM

methylmagnesium bromide

diethyl ether

→

title compound

収率 61.0%

1-(2-Fluoro-phenyl)-5-(2-hydroxy-2,3,3-trimethyl-butoxy)-1H-pyrazole-3-carboxylic acid

収率 61.0%

溶媒

water

EA

THF

反応条件

後処理

1. 1
   その他After phase separation
2. 2
   workup.ADDITIONthe aqueous phase was adjusted to pH=3 by addition of 1 M hydrochloric acid
3. 3
   その他The precipitate which formed
4. 4
   その他the organic phase was separated
5. 5
   乾燥dried over sodium sulfate
6. 6
   その他evaporated

実験手順

610 mg (1.9 mmol) of 5-(3,3-dimethyl-2-oxo-butoxy)-1-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid were dissolved in 20 ml of dry THF under argon and cooled to 0° C. 1.4 ml of a 3 M solution of methylmagnesium bromide in diethyl ether (4.2 mmol) were added over 10 min. The mixture was allowed to reach room temperature overnight and then diluted with 50 ml of water and 30 ml of EA. After phase separation, the aqueous phase was adjusted to pH=3 by addition of 1 M hydrochloric acid. The precipitate which formed was dissolved by addition of 40 ml of DCM, the organic phase was separated, dried over sodium sulfate and evaporated. 390 mg (61%) of the title compound were obtained.

出典