반응 #1124855

ord-80020fc7abf2459cb9fde0109d3aa881

반응 방정식

COc1cccnc1Br
2-bromo-3-methoxy-pyridine
C=[C](OCC)[Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
tributyl(1-ethoxyvinyl)tin
C=C(OCC)c1ncccc1OC
2-(1-ethoxy-vinyl)-3-methoxy-pyridine
수율 84.3%

용매

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Flush with N2
  2. 2
    기타seal
  3. 3
    기타Purify the mixture by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes

실험 절차

Add copper (I) iodide (38 mg, 0.2 mmol) to a mixture of 2-bromo-3-methoxy-pyridine (188 mg, 1.0 mmol), tributyl(1-ethoxyvinyl)tin (0.68 mL, 2.0 mmol), and DMF (anhydrous, 4 mL) in a sealed tube. Flush with N2, seal, heat at 80° C. for 3 h. Purify the mixture by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes to afford 2-(1-ethoxy-vinyl)-3-methoxy-pyridine (151 mg, 84%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08546581B2uspto-grants-2013_10