Hydrogen Peroxide → HCID 9818249、化合物

HRID 1585574ノート

反応式

HRID 1585574 の反応式
[C:1]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]1[C:20]#[N:21])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-:23].[Na+].[OH-].[Na+].OO>CC(C)=O.C(OCC)(=O)C>[C:1]([N:9]1[C:18]2[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]1[C:20]([NH2:21])=[O:23])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2 回HCID 516892Sodium BicarbonateHCID 133367791-Benzoyl-6-chloro-1,2-dihydroquinoline-2-carbonitrile

生成物 1

HCID 9818249HCID 9818249、化合物収率 17.7%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 1-(Benzoyl)-6-chloro-1,2-dihydro-quinoline-2-carbonitrile (8.0 g), sodium bicarbonate (4.0 g), and 0.1N aqueous sodium hydroxide (20 mL) in acetone (125 mL) was treated with slow addition of 30% hydrogen peroxide (120 mL). The pH of the reaction was kept near 8 by the addition of 0.1N sodium hydroxide. After 4 hours, the mixture was diluted with ethyl acetate and washed with an aqueous solution of sodium thiosulfate. The organic phase was subsequently washed with water and brine. The organic phase was dried over magnesium sulfate and evaporated to dryness. The residue was chromatographed on silica gel using ethyl acetate/hexane (2:8) followed by ethyl acetate/methylene chloride/hexane (3:1:6) and finally 100% ethyl acetate to yield 1.5 g of the desired compound as a white solid, m.p. 230-234° C.

後処理

  1. washwashed with an aqueous solution of sodium thiosulfate
  2. washThe organic phase was subsequently washed with water and brine
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-4d61af87df2542f0b74f31d4919441e7
出典データセット
uspto-grants-1999_08
特許番号
US05939435

反応ノート

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