تفاعل #172381

ord-9e774df9c76447548e29e9f21de0266e

معادلة التفاعل

O=c1[nH]cccc1Br
3-bromopyridin-2(1H)-one
CC(C)(C)[O-].[K+]
potassium tert-butoxide
Cc1cc([N+](=O)[O-])ccc1F
1-fluoro-2-methyl-4-nitrobenzene
Cc1cc([N+](=O)[O-])ccc1-n1cccc(Br)c1=O
3-Bromo-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةto cool
  2. 2
    ترشيحThe resulting crystalline precipitate is filtered off
  3. 3
    غسيلwashed with a little water
  4. 4
    أخرىdried under reduced pressure

الإجراء التجريبي

44.5 g (280 mmol) of 3-bromopyridin-2(1H)-one are dissolved in 750 ml of anhydrous dimethyl sulphoxide, and 33.4 g (298 mmol) of potassium tert-butoxide are added a little at a time at room temperature. The suspension is stirred at this temperature for 1 h, 38.5 g (280 mmol) of 1-fluoro-2-methyl-4-nitrobenzene are then added and the reaction solution is heated at 80° C. for 20 h. The solution is allowed to cool and carefully diluted with water. The resulting crystalline precipitate is filtered off, washed with a little water and dried under reduced pressure. This gives 62 g (80% of theory) of the desired product.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08846934B2uspto-grants-2014_09