Iodine → Ethyl 4,5-dihydroxyquinoline-3-carboxylate

HRID 401235

반응식

HRID 401235 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:13](=[O:17])[CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][CH:7]=1)=[O:5])[CH3:2].II>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[OH:17])[NH:8][CH:7]=1)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 807IodineHCID 12876362Ethyl 4,5-dioxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

생성물 1

HCID 12956450Ethyl 4,5-dihydroxyquinoline-3-carboxylate수율 44.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 4,5-dioxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (1.6 g, 6.8 mmol) in ethanol (100 mL) was added iodine (4.8 g, 19 mmol). The mixture was refluxed for 19 h and then concentrated under reduced pressure. The resulting solid was washed with ethyl acetate, water and acetone, and then recrystallized from DMF to give 5-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (700 mg, 43%).

후처리

  1. temperatureThe mixture was refluxed for 19 h
  2. concentrationconcentrated under reduced pressure
  3. washThe resulting solid was washed with ethyl acetate, water and acetone
  4. customrecrystallized from DMF

출처 및 근거

ORD 기록
ord-dddc14ad3a2e474d914f7f3f46aa6d64
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741925B2

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