m-Chloroperbenzoic acid → 5,6,7,8-Tetrahydroquinolin-5-one N-oxide

HRID 926993

反応式

HRID 926993 の反応式
[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][C:6](=[O:11])[C:5]=2[CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:20])C=1.C(=O)([O-])O.[Na+]>ClCCl.C(Cl)(Cl)Cl>[N+:1]1([O-:20])[C:10]2[CH2:9][CH2:8][CH2:7][C:6](=[O:11])[C:5]=2[CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 30168115(6H)-Quinolinone, 7,8-dihydro-

生成物 1

HCID 1178995645,6,7,8-Tetrahydroquinolin-5-one N-oxide収率 83.7%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

5,6,7,8-Tetrahydroquinolin-5-one (7.12 g) was dissolved in dichloromethane (138 mL), added with 3-chloroperbenzoic acid (14.5 g) under ice cooling, and stirred for 4 hours at the same temperature. After adding a saturated aqueous solution of sodium hydrogen carbonate and diluting with chloroform, insoluble was removed by filtration through Celite. After adding 1 mol/L aqueous solution of sodium hydroxide, it was extracted with chloroform and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residues were suspended in diethyl ether and collected by filtration to obtain the title compound (6.61 g) as a yellow powder.

後処理

  1. custominsoluble was removed by filtration through Celite
  2. additionAfter adding 1 mol/L aqueous solution of sodium hydroxide, it
  3. extractionwas extracted with chloroform
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was then evaporated under reduced pressure
  6. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-3520671ade864827b17cbe7923004bab
出典データセット
uspto-grants-2016_03
特許番号
US09290440B2

関連ノート

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