반응 #54858

반응 방정식

2,5-dimethoxytetrahydrofuran

acetic acid

acetic acid

sodium acetate

glycine

→

title compound

수율 33.6%

(1-Pyrryl)acetic Acid

수율 33.6%

용매

toluene

반응 조건

후처리

1. 1
   기타To a 1 liter flask fitted with a condenser, a magnetic stirrer and a nitrogen inlet tube
2. 2
   기타The system is purged with nitrogen
3. 3
   온도a positive nitrogen pressure is maintained
4. 4
   온도the solution is heated to reflux
5. 5
   온도refluxing
6. 6
   기타is removed under vacuum
7. 7
   추출extracted with four portions of ether
8. 8
   세척The ether extracts are washed with water
9. 9
   건조dried over anhydrous magnesium sulfate
10. 10
    여과filtered
11. 11
    기타the ether is evaporated
12. 12
    기타to yield a slurry
13. 13
    여과filtered through celite
14. 14
    기타crystallized
15. 15
    온도by cooling
16. 16
    기타to give 8.41g

실험 절차

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.

출처