ethyl 6-(N,N-diethylamino)-3-oxohexanoate → ethyl 2-[3-(N,N-diethylamino)propyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate

HRID 266149노트

반응식

HRID 266149 반응식
Cl.[NH2:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[CH:17][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=1)=O.[CH2:25]([N:27]([CH2:30][CH2:31][CH2:32][C:33](=O)[CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:28][CH3:29])[CH3:26]>C(O)C>[CH2:25]([N:27]([CH2:30][CH2:31][CH2:32][C:33]1[C:34]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=2)[C:4]2[C:3](=[CH:20][C:19]([O:21][CH3:22])=[C:18]([O:23][CH3:24])[CH:17]=2)[N:2]=1)[CH2:28][CH3:29])[CH3:26]

참가 물질

4

반응물 2

HCID 19032338ethyl 6-(N,N-diethylamino)-3-oxohexanoateHCID 214661342-Amino-3',4',4,5-tetramethoxybenzophenone hydrochloride

생성물 1

HCID 19032363ethyl 2-[3-(N,N-diethylamino)propyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate수율 14%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone hydrochloride (7.7 g), ethyl 6-(N,N-diethylamino)-3-oxohexanoate (5.0 g) and ethanol (100 ml) was stirred under reflux for 4 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. The chloroform layer was washed with an aqueous saturated solution of sodium bicarbonate and water and dried over magnesium sulfate, and the solvent was evaporated. The residue was subjected to column chromatography on silica gel. The fractions eluted with chloroform-methanol (20:1, v/v) gave ethyl 2-[3-(N,N-diethylamino)propyl]-4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinoline-3-carboxylate (1.51 g, 14%). This compound was recrystallized from ethanol-hexane. Colorless prisms, mp. 96°-98° C.

후처리

  1. temperatureunder reflux for 4 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washThe chloroform layer was washed with an aqueous saturated solution of sodium bicarbonate and water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated
  7. washThe fractions eluted with chloroform-methanol (20:1

출처 및 근거

ORD 기록
ord-b2f55d19a0fb4d078104a328740f906a
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650410

반응 노트

불러오는 중…