反応 #2507847

反応方程式

1,2-Dihydro-4-((4-ethylphenyl)methyl)-5-(trifluoromethyl)-3H-pyrazol-3-one

t-Butyldimethylsilyl chloride

Water

imidazole

→

desired compound

3-t-butyldimethylsilyloxy-4-((4-ethylphenyl)methyl)-5-(trifluoromethyl)-1H-pyrazole

溶媒

ethyl acetate

dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONwas added in portions
2. 2
   その他was back to ambient temperature
3. 3
   洗浄The organic phase was washed with aqueous saturated sodium chloride
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   濃縮concentrated

実験手順

1,2-Dihydro-4-((4-ethylphenyl)methyl)-5-(trifluoromethyl)-3H-pyrazol-3-one (4) (prepared by the method described in J. Med. Chem 1996, 39, 3920-3928) (15.0 g; 55.6 mmol) was dissolved in dimethylformamide (150 ml) and cooled to 0° C. t-Butyldimethylsilyl chloride (9.3 g; 61.1 mmol) was added in portions, and then, imidazole (4.2 g; 61.1 mmol) was added in portions. Then, the resulting mixture was back to ambient temperature, then the mixture was stirred for 3 hours. Water was added to the reaction solution, for extraction twice with ethyl acetate. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, to give the desired compound (21.4 g; 55.6 mmol). (100%)

出典