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Hexane → 1-Cyclopropyl-3-cyano-1,4-dihydro-4-oxo-6,7,8-trifluoroquinoline

HRID 1788978
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반응식

HRID 1788978 반응식
[CH:1]1([NH:4][CH:5]=[C:6]([C:9](=[O:20])[C:10]2[CH:15]=[C:14]([F:16])[C:13]([F:17])=[C:12]([F:18])[C:11]=2F)[C:7]#[N:8])[CH2:3][CH2:2]1.[H-].[Na+].CCCCCC>O1CCOCC1>[CH:1]1([N:4]2[C:15]3[C:10](=[CH:11][C:12]([F:18])=[C:13]([F:17])[C:14]=3[F:16])[C:9](=[O:20])[C:6]([C:7]#[N:8])=[CH:5]2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8058HexaneHCID 24758Sodium hydrideHCID 867417183-Cyclopropylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile

생성물 1

HCID 143023471-Cyclopropyl-3-cyano-1,4-dihydro-4-oxo-6,7,8-trifluoroquinoline수율 91.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

A solution of 3-cyclopropylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile (12.0 g) in dioxane (60 ml) is added dropwise to a suspension of sodium hydride (1.9 g, in oil, 55-65 w/w%) in dioxane (40 ml) while maitainig the internal temperature between 16° C. and 18° C. on an ice bath. The mixture is stirred for 6 hours with heating while keeping the internal temperature around 45° C. The reaction mixture is poured into hexane (300 ml), and the resulting precipitate is filtered and washed with hexane and water to yield 1-cyclopropyl-3-cyano-1,4-dihydro-4-oxo-6,7,8-trifluoroquinoline (10.2 g) as a colorless powder, m.p. 217°-218° C.

후처리

  1. customthe internal temperature between 16° C. and 18° C.
  2. temperaturewith heating
  3. customthe internal temperature around 45° C
  4. filtrationthe resulting precipitate is filtered
  5. washwashed with hexane and water

출처 및 근거

ORD 기록
ord-bb4faac45a8f4f5d8929cdcc7278d10a
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04686221

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