醋酸 → 1H-吡咯-1-乙酸

HRID 26580

反应方程式

HRID 26580 反应方程式
C(O)(=O)C.C([O-])(=O)C.[Na+].[NH2:10][CH2:11][C:12]([OH:14])=[O:13].CO[CH:17]1[CH2:21][CH2:20][CH:19](OC)O1>C1(C)C=CC=CC=1>[N:10]1([CH2:11][C:12]([OH:14])=[O:13])[CH:17]=[CH:21][CH:20]=[CH:19]1

参与物

6

反应物 4

HCID 176醋酸2 次HCID 750GlycineHCID 790982,5-二甲氧基四氢呋喃HCID 517045醋酸钠

产物 1

HCID 2420271H-吡咯-1-乙酸收率 33.6%

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-cf6ba1b87c0b47b1a41340b554058056
来源数据集
uspto-grants-1979_04
专利号
US04150224

关联笔记

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