반응 #3255

ord-b9d97a55e700483bba5a21fd55b4d6fd

반응 방정식

[Na]
sodium
CN(C)CCO
2-dimethylaminoethanol
O=C1c2cc3c(cc2-c2c1c(Cl)nc1ccccc21)OCO3
6-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on
CN(C)CCOc1nc2ccccc2c2c1C(=O)c1cc3c(cc1-2)OCO3
title compound
수율 68.1%
CN(C)CCOc1nc2ccccc2c2c1C(=O)c1cc3c(cc1-2)OCO3
6-(2-dimethylaminoethoxy)-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on
수율 68.1%

반응 조건

온도
60°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타obtained in reference example 2
  2. 2
    추출extracted with chloroform
  3. 3
    건조The chloroform layer was dried over magnesium sulfate
  4. 4
    기타evaporated
  5. 5
    기타The residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and
  6. 6
    기타crystallized from ethyl acetate

실험 절차

To a solution prepared with sodium (1.78 g, 77.4 mmol) and 2-dimethylaminoethanol (80 ml, 796 mmol) was added 6-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on (8 g, 25.8 mmol) obtained in reference example 2, and the mixture was stirred with heat at 60° C. for 24 hours. The reaction mixture was poured into ice water and extracted with chloroform. The chloroform layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and crystallized from ethyl acetate to give 6.37 g (yield: 68.1%) of title compound. The physicochemical properties thereof are shown in table 2.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05733918uspto-grants-1998_03