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

HRID 358674
ノート
印刷プレビュー

反応式

HRID 358674 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8082Piperidine2 回HCID 544988888-Fluoro-1-methyl-4-oxo-1,4-dihydroquinol-3-yl benzoate

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-f9b726113c9b44cd958e86b9b0386765
出典データセット
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04997840

反応ノート

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