반응 #2891

ord-69d90fe1ebe346e2ad0d74e44a53c346

반응 방정식

[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

반응 조건

온도
-70°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITAfter a further 30 minutes the mixture was allowed
  2. 2
    온도to warm to room temperature
  3. 3
    추출The mixture was extracted with dichloromethane
  4. 4
    기타the material thus obtained
  5. 5
    기타was purified by flash chromatography

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05731335uspto-grants-1998_03