تفاعل #170960

ord-babbe404bc1e4121af8d645fddc011eb

معادلة التفاعل

O=[N+]([O-])c1ccc(O)cc1
4-nitrophenol
O=C([O-])[O-].[K+].[K+]
K2CO3
COC(=O)CCl
methyl chloroacetate
COC(=O)COc1ccc([N+](=O)[O-])cc1
7
المردود 72.5%
COC(=O)COc1ccc([N+](=O)[O-])cc1
Methyl (4-Nitro phenoxy)acetate
المردود 72.5%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed for 12 hours
  2. 2
    workup.DISTILLATIONAcetone was distilled off
  3. 3
    workup.ADDITIONwater (1500 ml) was added
  4. 4
    ترشيحCrude 7 was filtered
  5. 5
    أخرىdried
  6. 6
    أخرىrecrystallised from a mixture of ethyl acetate:hexane (1:5)

الإجراء التجريبي

To a mixture of 4-nitrophenol (100 g, 719 mmol) and anhydrous K2CO3 (400 gm, 2.894 mol) in anhydrous acetone (950 ml) was added methyl chloroacetate (114 g, 1.050 moles) and refluxed for 12 hours. Acetone was distilled off and water (1500 ml) was added. Crude 7 was filtered, dried and recrystallised from a mixture of ethyl acetate:hexane (1:5) to give pure 7 (110 g, 72.5%) as a white fluffy powder with an m.p between 97-98.4° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08846845B2uspto-grants-2014_09