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Methanol → methyl 2-methylquinoline-6-carboxylate

HRID 1088454
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HRID 1088454 반응식
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH3:14])[CH:8]=[CH:7]2)([OH:3])=[O:2].OS(O)(=O)=O.[CH3:20]O>>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH3:14])[CH:8]=[CH:7]2)([O:3][CH3:20])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 6044832-Methylquinoline-6-carboxylic acid

생성물 1

HCID 2308822methyl 2-methylquinoline-6-carboxylate

실험 절차

To a solution of 6-carboxy-2-methyl quinoline in MeOH (600 ml) was added concentrated H2SO4 and stirred for 3 days at room temperature. The reaction mixture was evaporated and the residue was diluted with H2O (250 ml) and ethyl acetate (250 ml), and transferred to a separatory funnel. A solution of saturated sodium bicarbonate in water (1 L) was added and extraction with ethyl acetate afforded a purple solid which was chromatographed on column of flash silica gel using hexane-ethyl acetate (2:1) as eluant to provide the title compound as a yellow solid: m.p. 98-101° C.

후처리

  1. customThe reaction mixture was evaporated
이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
  • additionthe residue was diluted with H2O (250 ml) and ethyl acetate (250 ml)
  • customtransferred to a separatory funnel
  • additionA solution of saturated sodium bicarbonate in water (1 L) was added
  • extractionextraction with ethyl acetate
  • customafforded a purple solid which
  • customwas chromatographed on column of flash silica gel
  • 출처 및 근거

    ORD 기록
    ord-59e13b04bf2f4c659c6e5790cb7a168c
    출처 데이터셋
    uspto-grants-1990_10
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04962203

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