Ethanol → Ethyl 6-hydroxyquinoline-2-carboxylate

HRID 493424노트

반응식

HRID 493424 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]([OH:14])=[O:13])[CH:6]=[CH:5]2.S(=O)(=O)(O)O.[CH2:20](O)[CH3:21]>>[CH2:20]([O:13][C:12]([C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([OH:1])[CH:3]=2)[N:8]=1)=[O:14])[CH3:21]

참가 물질

4

반응물 3

HCID 702Ethanol2회HCID 1118Sulfuric AcidHCID 133367806-Hydroxyquinoline-2-carboxylic acid

생성물 1

HCID 57681568Ethyl 6-hydroxyquinoline-2-carboxylate

실험 절차

6-Hydroxy-quinoline-2-carboxylic acid (2.3 g, 0.012 mol) was dissolved in absolute ethanol (150 ml). Sulfuric acid (0.550 ml, 0.0096 mol) was added and the mixture was refluxed for 16 hours. After cooling to room temperature the ethanol was evaporated and 60 ml of ethyl acetate, 50 ml of cooled water were added. The pH was adjusted to 7 with solid NaHCO3. Extraction and concentration of the organic phase gave the title product as a light yellow solid that was used for the next steps without purification (2.1 g, 81% of theory). MS (m/e)=218.4 (M+H)+.

후처리

  1. temperaturethe mixture was refluxed for 16 hours
  2. customwas evaporated
  3. addition60 ml of ethyl acetate, 50 ml of cooled water were added
  4. extractionExtraction and concentration of the organic phase

출처 및 근거

ORD 기록
ord-a9ed3583660647f3aa9bd5df695dae7e
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534891B2

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