تفاعل #2045029

ord-72fa24f55180422b8c72418d9d6b95cd

معادلة التفاعل

O=C(O)COc1ccc([N+](=O)[O-])cc1
(4-nitrophenoxy)acetic acid
O=C(O)COc1ccc([N+](=O)[O-])cc1
(4-Nitro phenoxy)acetic acid
OCCO
ethylene glycol
Cl
HCl
O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
41
المردود 57.4%
O=C(COc1ccc([N+](=O)[O-])cc1)OCCO
(4-Nitro-phenoxy)-acetic acid-2-hydroxy-ethyl ester
المردود 57.4%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfor 1 hr
  2. 2
    أخرىDuring HCl gas bubbling the temperature
  3. 3
    أخرىrose to 60° C
  4. 4
    أخرىThe crude reaction mass
  5. 5
    workup.ADDITIONwas poured onto ice (2 Kg)
  6. 6
    ترشيحCrude 41 was filtered
  7. 7
    أخرىdried
  8. 8
    أخرىpurified by column chromatography on silica gel

الإجراء التجريبي

To a mixture of (4-nitrophenoxy)acetic acid 40 (100 g, 507 mmol) and ethylene glycol (300 ml) was passed dry HCl gas for 1 hr. During HCl gas bubbling the temperature rose to 60° C. The crude reaction mass was poured onto ice (2 Kg). Crude 41 was filtered, dried and purified by column chromatography on silica gel using hexane:ethyl acetate (95:5) to give pure 41 (70 g, 57.4%) as a white powder. M.p: 73.5-75.5° C.

المصدر

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