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m-Chloroperbenzoic acid → 1-[1-methyl-3-(1-methyl-1H-tetrazol-5-yl)-4-oxo-1,4-dihydroquinolin-7-yl]piperidine 1-oxide monohydrate

HRID 542822
ノート
印刷プレビュー

反応式

HRID 542822 の反応式
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[CH:10]=2)[C:5](=[O:18])[C:4]([C:19]2[N:23]([CH3:24])[N:22]=[N:21][N:20]=2)=[CH:3]1.ClC1C=CC=C(C(OO)=[O:33])C=1.C(=O)(O)[O-].[Na+]>ClCCl>[OH2:18].[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]3([O-:33])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[CH:10]=2)[C:5](=[O:18])[C:4]([C:19]2[N:23]([CH3:24])[N:22]=[N:21][N:20]=2)=[CH:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 70297m-Chloroperbenzoic acid2 回HCID 516892Sodium BicarbonateHCID 134744311-methyl-3-(1-methyl-1H-tetrazol-5-yl)-7-piperidino-4-quinolone

生成物 1

HCID 202072491-[1-methyl-3-(1-methyl-1H-tetrazol-5-yl)-4-oxo-1,4-dihydroquinolin-7-yl]piperidine 1-oxide monohydrate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To a stirred solution of the 4-quinolone of Example 30 (1.44 g) in dichloromethane (100 ml) was added a solution of 3-chloroperbenzoic acid (85%, 0.86 g) in dichloromethane (20 ml) and the mixture was stirred for 52 hours. A solution of 3-chloroperbenzoic acid (85%, 0.27 g) in dichloromethane (10 ml) was added and the mixture was stirred for 20 hours. Saturated aqueous sodium bicarbonate (40 ml) was added and the mixture was stirred for 45 minutes. The mixture was evaporated to dryness and the residue was extracted with dichloromethane (75 ml) for 1.5 hours using a Soxhlet apparatus. The extract was evaporated and the residue was crystallised from industrial methylated spirit:diethyl ether 4:1 to give 1-[1-methyl-3-(1-methyl-1H-tetrazol-5-yl)-4-oxo-1,4-dihydroquinolin-7-yl]piperidine 1-oxide monohydrate, m.p. 163°-166°.

後処理

  1. stirringthe mixture was stirred for 20 hours
  2. stirringthe mixture was stirred for 45 minutes
  3. customThe mixture was evaporated to dryness
  4. extractionthe residue was extracted with dichloromethane (75 ml) for 1.5 hours
  5. customThe extract was evaporated
  6. customthe residue was crystallised from industrial methylated spirit:diethyl ether 4:1

出典と根拠

ORDレコード
ord-474c1567ab174990867c79ae30cc4a6f
出典データセット
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04659718

反応ノート

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