تفاعل #1553568

معادلة التفاعل

DMF

phosphoryl chloride

3-(difluoromethyl)-1-methyl-1H-pyrazol-5(4H)-one

→

5-chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde

المردود 78.2%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled
2. 2
   أخرىthe phosphoryl chloride was quenched
3. 3
   workup.ADDITIONby adding small chunks of ice slowly
4. 4
   استخلاصThe mixture was then extracted with ethyl acetate three times
5. 5
   غسيلwas washed with water and brine
6. 6
   تجفيفdried over MgSO4
7. 7
   أخرىevaporated

الإجراء التجريبي

DMF (9.5 mL, 0.12 mol) was stirred over ice bath and phosphoryl chloride (24.0 mL, 0.257 mol) was added dropwise. To the solution was added 3-(difluoromethyl)-1-methyl-1H-pyrazol-5(4H)-one (5.51 g, 0.0372 mol) portion wise and the mixture was heated at 120° C. for 40 minutes. The reaction mixture was cooled, and the phosphoryl chloride was quenched by adding small chunks of ice slowly with stirring. The mixture was then extracted with ethyl acetate three times and combined organic layer was washed with water and brine, dried over MgSO4 and evaporated to give 5-chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde (5.66 g, 78.2%) as a dark orange/brown solid. This material was used without further purification for the next reaction.

المصدر