반응 #2439924

ord-3dc347428eed4c3f9d01dfe21c8e117c

반응 방정식

O=C(O)c1cncc(Br)c1
3-bromo-5-pyridine-carboxylic acid
O=S(=O)(O)O
H2SO4
CCO
EtOH
CCOC(=O)c1cncc(Br)c1
3-bromo-5-pyridine-carboxylic acid ethyl ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was refluxed for 6 hrs
  2. 2
    온도After cooling
  3. 3
    기타the solvent was removed by evaporation in vacuo
  4. 4
    workup.ADDITIONThe residue as diluted with H2O (100 ml)
  5. 5
    추출extracted with ether (4×100 ml)
  6. 6
    세척The combined organic extracts were washed with saturated NaCl
  7. 7
    건조dried over Na2SO4
  8. 8
    여과Filtration and concentration in vacuo of the filtrate

실험 절차

A stirred mixture of 3-bromo-5-pyridine-carboxylic acid (10.1 g, 50 mmol) and H2SO4 (1.5 ml) in EtOH (150 ml) was refluxed for 6 hrs. After cooling, the solvent was removed by evaporation in vacuo. The residue as diluted with H2O (100 ml), basified with 5% NaHCO3 (aq) solution and extracted with ether (4×100 ml). The combined organic extracts were washed with saturated NaCl and dried over Na2SO4. Filtration and concentration in vacuo of the filtrate yielded 3-bromo-5-pyridine-carboxylic acid ethyl ester as an oil that solidified on standing: (9.8 g, 85%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE041425E1uspto-grants-2010_07