반응 #59102

ord-2d78d9fd78b64a4e9704d506f551e9ef

반응 방정식

CC1(c2cc([N+](=O)[O-])ccc2F)CO1
2-(2-fluoro-5-nitrophenyl)-2-methyloxirane
FB(F)F
BF3
CC(C=O)c1cc([N+](=O)[O-])ccc1F
2-(2-fluoro-5-nitrophenyl) propanal

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Solution was then quenched with water
  2. 2
    추출extracted with ethyl ether
  3. 3
    세척Organics washed with brine
  4. 4
    건조dried with sodium sulfate
  5. 5
    농축concentrated
  6. 6
    기타Crude product was purified

실험 절차

2-(2-fluoro-5-nitrophenyl)-2-methyloxirane (1 eq) was dissolved in ethyl ether (1 mL) under nitrogen. BF3-etherate (0.87 eq) was added dropwise at room temperature and after complete addition solution was allowed to stir for 1 h. Solution was then quenched with water, extracted with ethyl ether. Organics washed with brine, dried with sodium sulfate and concentrated. Crude product was purified using flash chromatography (85% Hex: 15% EtOAc) on silica to afford 2-(2-fluoro-5-nitrophenyl) propanal.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07423150B2uspto-grants-2008_09