Toluene → 7-Chloro-2-[5-[2-(methoxycarbonyl)ethylthiomethyl]benzofuran-2-yl]quinoline

HRID 2258517노트

반응식

HRID 2258517 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([CH2:21]Cl)=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1.[SH:23][CH:24](C)[C:25](OC)=O.[C:30](=[O:33])([O-])[O-:31].[K+].[K+].[C:36]1(C)C=CC=CC=1>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([CH2:21][S:23][CH2:24][CH2:25][C:30]([O:31][CH3:36])=[O:33])=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 1140TolueneHCID 11430Potassium CarbonateHCID 103858Methyl 2-mercaptopropionateHCID 229221267-Chloro-2-(5-chloromethylbenzofuran-2-yl)quinoline

생성물 1

HCID 229221757-Chloro-2-[5-[2-(methoxycarbonyl)ethylthiomethyl]benzofuran-2-yl]quinoline

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 962Water용매

실험 절차

A mixture of 7-chloro-2-(5-Chloromethylbenzofuran-2-yl)quinoline (0.45 g), methyl 2-mercaptopropionate (0.27 g), potassium carbonate (1.7 g) and Aliquat 336 (phase transfer 0.1 g) in a mixture of toluene (60 ml) and water (5 ml) was stirred at ambient temperature for 2 days. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated in reduced pressure. The resulting residue was subjected to column chromatography on silica gel and eluted with a mixture of ethyl acetate and toluene (1:10). The fractions containing object Compound were combined and concentrated under reduced pressure to give 7-chloro-2-[5-[2-(methoxycarbonyl)ethylthiomethyl]benzofuran-2-yl]quinoline (0.38 g).

후처리

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in reduced pressure
  5. washeluted with a mixture of ethyl acetate and toluene (1:10)
  6. additionThe fractions containing object Compound
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0037dc9657bd416380501dc62cdfdf3e
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05661159

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