Acetic Acid → 1H-Pyrrol-1-ylacetic acid

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.

1. customTo a 1 liter flask fitted with a condenser, a magnetic stirrer and a nitrogen inlet tube
2. customThe system is purged with nitrogen
3. temperaturea positive nitrogen pressure is maintained
4. temperaturethe solution is heated to reflux
5. temperaturerefluxing
6. customis removed under vacuum
7. extractionextracted with four portions of ether
8. washThe ether extracts are washed with water
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. customthe ether is evaporated
12. customto yield a slurry
13. filtrationfiltered through celite
14. customcrystallized
15. temperatureby cooling
16. customto give 8.41g

ORDレコード

ord-cf6ba1b87c0b47b1a41340b554058056

出典データセット

uspto-grants-1979_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04150224