تفاعل #2891

ord-69d90fe1ebe346e2ad0d74e44a53c346

معادلة التفاعل

[Cl-].[Na+]
sodium chloride
[Li][CH2]CCC
n-butyllithium
Brc1ccoc1
3-Bromofuran
CON(C)C(=O)c1ocnc1C
N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide
Cc1ncoc1C(=O)c1ccoc1
title compound
Cc1ncoc1C(=O)c1ccoc1
3-Furyl 4-Methyl-5-oxazolyl Ketone

ظروف التفاعل

درجة الحرارة
-70°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITAfter a further 30 minutes the mixture was allowed
  2. 2
    درجة الحرارةto warm to room temperature
  3. 3
    استخلاصThe mixture was extracted with dichloromethane
  4. 4
    أخرىthe material thus obtained
  5. 5
    أخرىwas purified by flash chromatography

الإجراء التجريبي

3-Bromofuran (2.5 g) in dry diethylether was stirred and cooled to -70° C. under an atmosphere of dry nitrogen and n-butyllithium (2.5M solution in hexane, 6.8 ml) was added dropwise. After 30 minutes, N-methoxy-N-methyl-4-methyl-5-oxazolecarboxamide (2.89 g) in dry diethylether was added dropwise. After a further 30 minutes the mixture was allowed to warm to room temperature. Ethanol (5 ml) was added followed by saturated aqueous sodium chloride. The mixture was extracted with dichloromethane and the material thus obtained was purified by flash chromatography to give the title compound. M.p. 82°-83.5° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05731335uspto-grants-1998_03