Sodium → HCID 18947639, 화합물

HRID 1769260노트

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HRID 1769260 반응식
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]([O-:16])=[O:15])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[C:17](=[N:20][O:21][CH2:22][CH:23](O)[CH3:24])([CH3:19])[CH3:18].[Na]>O1CCCC1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]([O:16][CH:23]([CH3:24])[CH2:22][O:21][N:20]=[C:17]([CH3:19])[CH3:18])=[O:15])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

참가 물질

6

반응물 3

HCID 5360545SodiumHCID 152789382-Propanone, O-(2-hydroxypropyl)oximeHCID 22506560Acetic acid, 2-[(5-chloro-8-quinolinyl)oxy]-, ion(1-)

생성물 1

HCID 18947639HCID 18947639, 화합물수율 51.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매3회HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

4.75 g (0.02 mol) of 5-chloroquinolin-8-oxyacetate are suspended in 50 ml of tetrahydrofuran, 3.2 g (0.02 mol) of N,N'-carbonyldiimidazole are added and the suspension is heated to 50° C. until the evolution of gas has ended. A solution of 2.62 g (0.02 mol) of 1-isopropylideneaminooxy-2-propanol and 50 mg of sodium in 10 ml of tetrahydrofuran (THF) is added dropwise to this suspension and the mixture is heated under reflux. After the reaction, the THF is stripped off under reduced pressure, the residue is taken up in ethyl acetate and the solution is washed with 5% strength NaOH and NaCl solution. The organic phase is dried over MgSO4 and concentrated and the residue is recrystallized from heptane. 3.6 g (45.6% of theory) of 1-isopropylideneaminooxy-2-propyl 5-chloroquinolin-8-oxyacetate of melting point 102° C. are obtained.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux
  3. customAfter the reaction
  4. washthe solution is washed with 5% strength NaOH and NaCl solution
  5. dry with materialThe organic phase is dried over MgSO4
  6. concentrationconcentrated
  7. customthe residue is recrystallized from heptane

출처 및 근거

ORD 기록
ord-ffcdbcb35a364fd8bdd6aafc828853c8
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380852

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