Potassium Sodium Tartrate → HCID 21891951, 화합물

HRID 720497노트

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HRID 720497 반응식
[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

참가 물질

5

반응물 3

HCID 9357Potassium Sodium TartrateHCID 21225700DiisobutylaluminumhydrideHCID 21891910HCID 21891910, 화합물

생성물 1

HCID 21891951HCID 21891951, 화합물수율 63.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
40 °C

실험 절차

A solution of ethyl 2-chloro-4-ethyl-7-fluoro-6-methoxy-3-quinolinecarboxylate (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.

후처리

  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)

출처 및 근거

ORD 기록
ord-2521da5500264eba9453a64b6e595e67
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07135478B2

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