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Ethanol → 8-Bromo-2-methylquinoline-4-carboxylic Acid Ethyl Ester

HRID 47434
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HRID 47434 반응식
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[CH:8]=[C:7]2[C:13]([OH:15])=[O:14].S(=O)(=O)(O)O.[CH2:21](O)[CH3:22]>>[CH2:21]([O:14][C:13]([C:7]1[C:6]2[C:11](=[C:2]([Br:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=[C:9]([CH3:12])[CH:8]=1)=[O:15])[CH3:22]
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참가 물질

4

반응물 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 40398258-Bromo-2-methylquinoline-4-carboxylic acid

생성물 1

HCID 698313558-Bromo-2-methylquinoline-4-carboxylic Acid Ethyl Ester

실험 절차

A stirred mixture of 8-bromo-2-methylquinoline4-carboxylic acid (7.2 g), ethanol (150 ml) and conc. sulfuric acid (3 ml) was boiled for 6 h. After cooling to room temperature solvent was removed at reduced pressure, the residue treated with water and neutralised with solid potassium carbonate. The neutralised mixture was extracted with ethyl acetate, the extracts dried (MgSO4) and solvent removed at reduced pressure. The residue was column chromatographed (silica gel (30% diethyl ether/60-80 petroleum ether) to give the ester (2.5 g). m/z (API+): 294, 296 (MH+).

후처리

  1. customwas removed at reduced pressure
  2. additionthe residue treated with water and neutralised with solid potassium carbonate
  3. extractionThe neutralised mixture was extracted with ethyl acetate
  4. dry with materialthe extracts dried (MgSO4) and solvent
  5. customremoved at reduced pressure
  6. customchromatographed (silica gel (30% diethyl ether/60-80 petroleum ether)

출처 및 근거

ORD 기록
ord-69c412652c2841b79b5736ea77e64829
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06699879B1

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