Dimethylformamide → 3,8-Dimethyl-5-(Z-2-pentenyloxy)carbostyril

HRID 1900821노트

반응식

HRID 1900821 반응식
C[C:2]1[C:3](=O)N[C:5]2[C:10]([CH:11]=1)=[C:9](O)[CH:8]=[CH:7][C:6]=2C.[C:15](=[O:18])([O-])[O-].[K+].[K+].[CH3:21][N:22](C)[CH:23]=[O:24]>O>[CH3:3][C:2]1[C:23](=[O:24])[NH:22][C:21]2[C:10]([CH:11]=1)=[C:5]([O:18][CH2:15]/[CH:3]=[CH:2]\[CH2:11][CH3:10])[CH:6]=[CH:7][C:8]=2[CH3:9]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 233696243,8-Dimethyl-5-hydroxycarbostyril

생성물 1

HCID 677714483,8-Dimethyl-5-(Z-2-pentenyloxy)carbostyril수율 77.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Z-2-Penten-1-ol (5.0 g, 58.1 mmol), trimethylamine (6.45 g, 63.9 mmol), methanesulfonylchloride (7.0 g, 61.1 mmol) and ether (30 ml) were allowed to react at ambient temperature for 1 hour. After the completion of the reaction, the insoluble matter was removed and washed with water. The washed substance was dried over sodium sulfate. The solvent was distilled off to obtain 7.95 g of Z-1-mesyloxy-2-pentene as pale yellow oily material (83.4%). This material was added to a mixture of 3,8-dimethyl-5-hydroxycarbostyril (7.0 g, 37.0 mmol), potassium carbonate (10.2 g, 74.0 mmol) and dimethylformamide (210 ml), and allowed to react at 70° C. for 1 hour. The reaction mixture was condensed under reduced pressure, and the residue was poured into water to obtain 7.36 g of the title compound as a brown solid (77.3%).

후처리

  1. customto react at 70° C. for 1 hour
  2. customcondensed under reduced pressure

출처 및 근거

ORD 기록
ord-c7af735bc83944779e26dcd00243d694
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576324

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