m-Chloroperbenzoic acid → 7-(2-Chlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one-1-oxide

HRID 1700690ノート

反応式

HRID 1700690 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:17][C:16]2[N:15]=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=2[C:10](=[O:19])[CH2:9]1.ClC1C=CC=C(C(OO)=[O:28])C=1.C(=O)([O-])O.[Na+].N([O-])=O.[Na+]>C1C=CC=CC=1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:17][C:16]2[N+:15]([O-:28])=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=2[C:10](=[O:19])[CH2:9]1

参加物

7

反応物 4

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 110655617-(2-Chlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-oneHCID 23668193Sodium Nitrite

生成物 1

HCID 183177547-(2-Chlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one-1-oxide収率 71.2%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In benzene (4 ml) was dissolved 7-(2-chlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (272 mg), and to the solution was added m-chloroperbenzoic acid (267 mg). The mixture was stirred at room temperature for 1 hour, and to the mixture were added ethyl acetate (70 ml), saturated sodium hydrogen carbonate solution (30 ml) and sodium nitrite (100 mg). The mixture was shaken, and the separated upper layer was washed with water and concentrated under reduced pressure. The residue was washed with ethyl acetate and dried to give 7-(2-chlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one-1-oxide (205 mg) as pale yellow crystals.

後処理

  1. stirringThe mixture was shaken
  2. washthe separated upper layer was washed with water
  3. concentrationconcentrated under reduced pressure
  4. washThe residue was washed with ethyl acetate
  5. customdried

出典と根拠

ORDレコード
ord-93e551eb8b1e4275b15a69d558ab58f4
出典データセット
uspto-grants-2002_02
特許番号
US06350749B1

反応ノート

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