تفاعل #2460282

ord-33455e0a8ae74f018e8007fa44191a18

معادلة التفاعل

[H-].[Na+]
sodium hydride
O=C1Nc2ccccc2C1=O
isatin
COc1ccc(Br)cc1
4-Bromoanisole
COc1ccc(N2C(=O)C(=O)c3ccccc32)cc1
N-(4-methoxyphenyl)isatin

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA purple solution was formed which
  2. 2
    درجة الحرارةwarmed to room temperature
  3. 3
    درجة الحرارةThe reaction was heated in an oil-bath at 145° C. for 7 hours
  4. 4
    درجة الحرارةThe reaction was then cooled to room temperature
  5. 5
    ترشيحThis suspension was filtered
  6. 6
    أخرىthe filtrate was evaporated to dryness
  7. 7
    أخرىa very clean reaction
  8. 8
    أخرىsuch for the next reaction

الإجراء التجريبي

A solution of isatin (2.5 g, 0.017 mol) in anhydrous DMF (50 ml) was cooled to 0° C. under a nitrogen atmosphere and treated with sodium hydride (0.5 g, 1.2 equivalents). A purple solution was formed which was stirred at 0° C. for 30 minutes and then warmed to room temperature. 4-Bromoanisole (2.13 ml, 1 equivalent) was added followed by copper iodide (6.46 g, 2 equivalents). The reaction was heated in an oil-bath at 145° C. for 7 hours. The reaction was then cooled to room temperature and diluted with an equal volume of ethyl acetate. This suspension was filtered and the filtrate was evaporated to dryness. TLC (1:4, ethyl acetate:hexanes) indicated a very clean reaction; Rf (product)=0.5. The crude material was used as such for the next reaction.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07459284B2uspto-grants-2008_12