Acetone Cyanohydrin → 2-(5-Nitroquinolin-8-yl)carbonylcyclohexane-1,3-dione

HRID 1017123

反応式

HRID 1017123 の反応式
[N+:1]([C:4]1[CH:13]=[CH:12][C:11]([C:14]([OH:16])=O)=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2)([O-:3])=[O:2].[C:17]1(=[O:24])[CH2:22][CH2:21][CH2:20][C:19](=[O:23])[CH2:18]1.C1(N=C=NC2CCCCC2)CCCCC1.CC(C)(O)C#N.C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C.C(N(CC)CC)C>[N+:1]([C:4]1[CH:13]=[CH:12][C:11]([C:14]([CH:18]2[C:19](=[O:23])[CH2:20][CH2:21][CH2:22][C:17]2=[O:24])=[O:16])=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2)([O-:3])=[O:2]

参加物

8

反応物 5

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 104341,3-CyclohexanedioneHCID 10868DicyclohexylcarbodiimideHCID 154053315-Nitroquinoline-8-carboxylic acid

生成物 1

HCID 154053322-(5-Nitroquinolin-8-yl)carbonylcyclohexane-1,3-dione

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8471Triethylamine溶媒

実験手順

1.0 g of 5-nitro-8-quinolinecarboxylic acid together with 0.5 g of 1,3-cyclohexanedione and 1.0 g of dicyclohexylcarbodiimide were stirred in 15 ml of acetonitrile at room temperature for about 12 hours. 0.7 g of triethylamine and 0.2 ml of acetone cyanohydrin were then added. After 4 hours, the reaction solution was poured into aqueous sodium carbonate solution and extracted with ethyl acetate. The aqueous phase was acidified with hydrochloric acid and extracted with ethyl acetate. The organic phase was dried, the solvent was distilled off and the residue was chromatographed over silica gel.

後処理

  1. extractionextracted with ethyl acetate
  2. extractionextracted with ethyl acetate
  3. customThe organic phase was dried
  4. distillationthe solvent was distilled off
  5. customthe residue was chromatographed over silica gel

出典と根拠

ORDレコード
ord-b8e6a33ac8f043d6850272189f4a0645
出典データセット
uspto-grants-2002_11
特許番号
US06479436B1

関連ノート

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