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

HRID 1900821ノート

反応式

HRID 1900821 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-c7af735bc83944779e26dcd00243d694
出典データセット
uspto-grants-1996_11
特許番号
US05576324

反応ノート

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