Hydrogen Peroxide → HCID 9818249, 화합물

HRID 1585574노트

반응식

HRID 1585574 반응식
[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

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2회HCID 516892Sodium BicarbonateHCID 133367791-Benzoyl-6-chloro-1,2-dihydroquinoline-2-carbonitrile

생성물 1

HCID 9818249HCID 9818249, 화합물수율 17.7%

시약·촉매·용매 2

HCID 180Acetone용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4d61af87df2542f0b74f31d4919441e7
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939435

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