Sodium → HCID 18947639、化合物

HRID 1769260ノート

反応式

HRID 1769260 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 18947639HCID 18947639、化合物収率 51.3%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ffcdbcb35a364fd8bdd6aafc828853c8
出典データセット
uspto-grants-1995_01
特許番号
US05380852

反応ノート

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