반응 #46155

ord-770b7d6d1da4405690083fcd544e2270

반응 방정식

CCOC(=O)C1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=O
3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester
NO
hydroxyamine
Cl
hydrochloric acid
c1ccncc1
pyridine
CCOC(=O)C1=C(c2ccccc2)c2ccc(OCCCc3ccccc3)cc2C1=NO
1-hydroxyimino-3-phenyl-6-(3-phenylpropyloxy)-1H-indene-2-carboxylate ethyl ester
수율 9.5%

반응 조건

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

후처리

  1. 1
    세척washed with saturated ammonium chloride
  2. 2
    기타The organic layer obtained
  3. 3
    추출by extracting the reaction mixture with ethyl acetate
  4. 4
    건조was dried over anhydrous magnesium sulfate
  5. 5
    농축concentrated
  6. 6
    기타the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2)

실험 절차

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester (2 g, 4.85 mmol) and hydroxyamine.hydrochloric acid (1.01 g, 14.6 mmol) were dissolved in pyridine (1.57 ml, 19.4 mmol). The reaction mixture was stirred for 1 hour at 70° C., and washed with saturated ammonium chloride. The organic layer obtained by extracting the reaction mixture with ethyl acetate was dried over anhydrous magnesium sulfate, concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 1-hydroxyimino-3-phenyl-6-(3-phenylpropyloxy)-1H-indene-2-carboxylate ethyl ester (yield 9.5%) as a yellow solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741323B2uspto-grants-2010_06