Реакция #2045035

ord-b2d373b25ed84322810d7490682acdcc

Уравнение реакции

CC(Oc1ccc([N+](=O)[O-])cc1)C(=O)O
2-(4-Nitro-phenoxy)-propionic acid
OCCO
ethylene glycol
Cl
HCl
CC(Oc1ccc([N+](=O)[O-])cc1)C(=O)OCCO
48
Выход 56.8%
CC(Oc1ccc([N+](=O)[O-])cc1)C(=O)OCCO
2-(4-Nitro-phenoxy)-propionic acid 2-hydroxy-ethyl ester
Выход 56.8%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеfor 1½ hours
  2. 2
    ДругоеDuring HCl gas bubbling the temp
  3. 3
    Другоеrose to 60° C
  4. 4
    ДругоеThe crude reaction mass
  5. 5
    ЭкстракцияCrude 48 was extracted into chloroform
  6. 6
    Сушкаdried over Na2SO4
  7. 7
    workup.DISTILLATIONdistilled
  8. 8
    Другоеpurified by column chromatography on silica gel

Методика

To a mixture of 2-(4-Nitro-phenoxy)-propionic acid 47 (45 g, 213 mol) and ethylene glycol (135 ml) was passed dry HCl gas for 1½ hours. During HCl gas bubbling the temp. rose to 60° C. The crude reaction mass was poured onto cold water (600 ml). Crude 48 was extracted into chloroform, dried over Na2SO4, distilled and purified by column chromatography on silica gel using hexane as eluant to give pure 48 (28 g, 56.8%) as a syrup.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08409559B2uspto-grants-2013_04