تفاعل #50123

معادلة التفاعل

water

4-Acetoxy-2-methyl-1-chloro-2-butene

sodium formate

→

4-acetoxy-2-methyl-2-buten-1-ol formate

المردود 95.0%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder heating
2. 2
   أخرىAfter completion of the reaction
3. 3
   workup.ADDITIONthe reaction mixture was poured into ice-
4. 4
   استخلاصextracted with ether (50 ml) three times
5. 5
   تجفيفThe extracted ether layer was dried over anhydrous sodium sulfate
6. 6
   أخرىEvaporation of the ether
7. 7
   أخرىfollowed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3))

الإجراء التجريبي

4-Acetoxy-2-methyl-1-chloro-2-butene (8.13 g, 50 mmol) was dissolved in dimethylformamide (25 ml) and placed in a 100 ml four neck flask. To this were added sodium formate powder (6.80 g, 100 mmol, 2 equivalents) and tetra n-butylammonium bromide (0.81 g, 2.5mmol, 5 mol %). The mixture was stirred at 40° C. for 24 hours under heating. After completion of the reaction, the reaction mixture was poured into ice-cooled water (about 30 ml)and extracted with ether (50 ml) three times. The extracted ether layer was dried over anhydrous sodium sulfate. Evaporation of the ether followed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3)) gave 4-acetoxy-2-methyl-2-buten-1-ol formate (8.18 g, 47.5 mmol; Yield: 95.0%).

المصدر