تفاعل #54858

معادلة التفاعل

2,5-dimethoxytetrahydrofuran

acetic acid

acetic acid

sodium acetate

glycine

→

title compound

المردود 33.6%

(1-Pyrryl)acetic Acid

المردود 33.6%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 1 liter flask fitted with a condenser, a magnetic stirrer and a nitrogen inlet tube
2. 2
   أخرىThe system is purged with nitrogen
3. 3
   درجة الحرارةa positive nitrogen pressure is maintained
4. 4
   درجة الحرارةthe solution is heated to reflux
5. 5
   درجة الحرارةrefluxing
6. 6
   أخرىis removed under vacuum
7. 7
   استخلاصextracted with four portions of ether
8. 8
   غسيلThe ether extracts are washed with water
9. 9
   تجفيفdried over anhydrous magnesium sulfate
10. 10
    ترشيحfiltered
11. 11
    أخرىthe ether is evaporated
12. 12
    أخرىto yield a slurry
13. 13
    ترشيحfiltered through celite
14. 14
    أخرىcrystallized
15. 15
    درجة الحرارةby cooling
16. 16
    أخرىto give 8.41g

الإجراء التجريبي

To a 1 liter flask fitted with a condenser, a magnetic stirrer and a nitrogen inlet tube is added acetic acid (glacial, 300 ml) and sodium acetate (32.8g; 0.4 mole). The system is purged with nitrogen and a positive nitrogen pressure is maintained. Then glycine (15.0g; 0.2 mole) is added and the solution is heated to reflux. To the refluxing, clear solution is added 2,5-dimethoxytetrahydrofuran (29 ml, 0.2 mole) over a period of 2 - 3 minutes; refluxing is continued an additional 2 minutes. The reaction mixture is cooled in an ice bath and most of the acetic acid is removed under vacuum. The residue is taken up in water and extracted with four portions of ether. The ether extracts are washed with water, dried over anhydrous magnesium sulfate, filtered and the ether is evaporated to yield a slurry. The slurry is taken up into toluene, filtered through celite and crystallized by cooling to give 8.41g. (33.6%) of the title compound. M.P. 88°-90° C.

المصدر