Potassium Sodium Tartrate → HCID 21891951、化合物

HRID 1007869ノート

反応式

HRID 1007869 の反応式
[Cl:1][C:2]1[C:11]([C:12](OCC)=[O:13])=[C:10]([CH2:17][CH3:18])[C:9]2[C:4](=[CH:5][C:6]([F:21])=[C:7]([O:19][CH3:20])[CH:8]=2)[N:3]=1.[H-].C([Al+]CC(C)C)C(C)C.[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>ClCCl>[Cl:1][C:2]1[C:11]([CH2:12][OH:13])=[C:10]([CH2:17][CH3:18])[C:9]2[C:4](=[CH:5][C:6]([F:21])=[C:7]([O:19][CH3:20])[CH:8]=2)[N:3]=1

参加物

5

反応物 3

HCID 9357Potassium Sodium TartrateHCID 21225700DiisobutylaluminumhydrideHCID 21891910HCID 21891910、化合物

生成物 1

HCID 21891951HCID 21891951、化合物収率 63.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
40 °C

実験手順

A solution of ethyl 2-chloro-4-ethyl-7-fluoro-6-methoxy-3quinolinecarboxylate (10.8 g, 35 mmol) in anhydrous dichloromethane (200 ml) is treated dropwise at ambient temperature under an inert atmosphere with diisobutylaluminium hydride (1M in dichloromethane, 65 ml, 65 mmol), then heated at 40° C. for 4 hours. After cooling down to 0° C., a 20% aqueous solution of Rochelle salt (105 ml) and dichloromethane (200 ml) are added cautiously and the reaction mixture is maintained under agitation for 1 hour, followed by decanting and washing three times with water. The organic phase is dried over magnesium sulphate and the solvent is evaporated off. The residue is purified by column chromatography (SiO2, AcOEt/Hpt: 5/95 to 50/50). 6 g of a white solid is obtained.

後処理

  1. temperatureAfter cooling down to 0° C.
  2. temperaturethe reaction mixture is maintained under agitation for 1 hour
  3. customby decanting
  4. washwashing three times with water
  5. dry with materialThe organic phase is dried over magnesium sulphate
  6. customthe solvent is evaporated off
  7. customThe residue is purified by column chromatography (SiO2, AcOEt/Hpt: 5/95 to 50/50)

出典と根拠

ORDレコード
ord-7e80952319724478be4fc5c77b2118b1
出典データセット
uspto-grants-2004_09
特許番号
US06797715B1

反応ノート

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