反応 #54858

反応方程式

2,5-dimethoxytetrahydrofuran

acetic acid

acetic acid

sodium acetate

glycine

→

title compound

収率 33.6%

(1-Pyrryl)acetic Acid

収率 33.6%

溶媒

toluene

反応条件

後処理

1. 1
   その他To a 1 liter flask fitted with a condenser, a magnetic stirrer and a nitrogen inlet tube
2. 2
   その他The system is purged with nitrogen
3. 3
   温度a positive nitrogen pressure is maintained
4. 4
   温度the solution is heated to reflux
5. 5
   温度refluxing
6. 6
   その他is removed under vacuum
7. 7
   抽出extracted with four portions of ether
8. 8
   洗浄The ether extracts are washed with water
9. 9
   乾燥dried over anhydrous magnesium sulfate
10. 10
    ろ過filtered
11. 11
    その他the ether is evaporated
12. 12
    その他to yield a slurry
13. 13
    ろ過filtered through celite
14. 14
    その他crystallized
15. 15
    温度by cooling
16. 16
    その他to give 8.41g

実験手順

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.

出典