تفاعل #710491

معادلة التفاعل

water

sodium borohydride

ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate

HCl

→

2-(3,5-dichloropyridin-2-yl)-2,2-difluoroethanol

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe aequeous phase was extracted three times by 300 mL of ethyl acetate
2. 2
   غسيلthe organic phase was successively washed with brine, water
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   أخرىAfter evaporation of the solvent under vacuum 8.5 g of yellow oil
5. 5
   أخرىwere obtained
6. 6
   ترشيحAfter trituration in diisopropyl ether and filtration 6.8 g (80%) of 2-(3,5-dichloropyridin-2-yl)-2,2-difluoroethanol (Int-9)
7. 7
   أخرىwere obtained as a white solid
8. 8
   أخرىMp (melting point)=56° C. (M+1)=228

الإجراء التجريبي

To a solution of 10 g (37 mmol) of ethyl (3,5-dichloropyridin-2-yl)(difluoro)acetate (Int-7) in 60 mL of ethanol, were added portionwise at 0° C., 1.05 g (27.7 mmol) of sodium borohydride. The reaction mixture was stirred below 10° C. for 2 hours. 30 mL of 1 N HCl were then slowly added followed by 500 mL of water. The aequeous phase was extracted three times by 300 mL of ethyl acetate and the organic phase was successively washed with brine, water and dried over magnesium sulfate. After evaporation of the solvent under vacuum 8.5 g of yellow oil were obtained. After trituration in diisopropyl ether and filtration 6.8 g (80%) of 2-(3,5-dichloropyridin-2-yl)-2,2-difluoroethanol (Int-9) were obtained as a white solid. Mp (melting point)=56° C. (M+1)=228. 19F-NMR (235 MHz, CDCl3) δ (ppm): −105.85 (CF2).

المصدر