تفاعل #2045035

ord-b2d373b25ed84322810d7490682acdcc

معادلة التفاعل

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
المردود 56.8%
CC(Oc1ccc([N+](=O)[O-])cc1)C(=O)OCCO
2-(4-Nitro-phenoxy)-propionic acid 2-hydroxy-ethyl ester
المردود 56.8%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfor 1½ hours
  2. 2
    أخرىDuring HCl gas bubbling the temp
  3. 3
    أخرىrose to 60° C
  4. 4
    أخرىThe crude reaction mass
  5. 5
    استخلاصCrude 48 was extracted into chloroform
  6. 6
    تجفيفdried over Na2SO4
  7. 7
    workup.DISTILLATIONdistilled
  8. 8
    أخرىpurified by column chromatography on silica gel

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409559B2uspto-grants-2013_04