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Piperidine → 8-Fluoro-3-hydroxy-1-methyl-4-quinolone

HRID 358674
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반응식

HRID 358674 반응식
C([O:9][C:10]1[C:19](=[O:20])[C:18]2[C:13](=[C:14]([F:21])[CH:15]=[CH:16][CH:17]=2)[N:12]([CH3:22])[CH:11]=1)(=O)C1C=CC=CC=1.N1CCCCC1>ClCCl>[F:21][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[N:12]([CH3:22])[CH:11]=[C:10]([OH:9])[C:19]2=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 8082Piperidine2회HCID 544988888-Fluoro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl benzoate

생성물 1

HCID 231281098-Fluoro-3-hydroxy-1-methyl-4-quinolone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 8-fluoro-1-methyl-4-oxo-1 ,4-dihydro-quinol-3-yl benzoate (10 g), piperidine (3.18 g) and dichloromethane (200 ml) was stirred for 24 hours, a further portion of piperidine (1.7 ml) was added and the stirring continued for a further 24 hours. The solvent was removed by distillation and the residue was triturated with diethyl ether (300 ml). The resultant solid was extracted with aqueous sodium hydroxide (0.1 M, 100 ml) and the extract was neutralised with hydrochloric acid (5M, 2 ml). The resultant precipitate was collected by filtration to give the novel compound 8-fluoro-3-hydroxy-1 -methyl-4-quinolone, m.p. 248°.

후처리

  1. waitthe stirring continued for a further 24 hours
  2. customThe solvent was removed by distillation
  3. customthe residue was triturated with diethyl ether (300 ml)
  4. extractionThe resultant solid was extracted with aqueous sodium hydroxide (0.1 M, 100 ml)
  5. filtrationThe resultant precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-f9b726113c9b44cd958e86b9b0386765
출처 데이터셋
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04997840

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