Sodium Chloride → 1-Methyl-6-[1-oxo-3-(4-phenyl-1-piperidyl)-propyl]-3,4-dihydrocarbostyril monohydrochloride

HRID 1462564ノート

反応式

HRID 1462564 の反応式
[O:1]=[C:2]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]2)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.[H-].[Na+].[CH3:30]I.[Cl-:32].[Na+]>CN(C)C=O>[ClH:32].[CH3:30][N:23]1[C:24]2[C:19](=[CH:18][C:17]([C:2](=[O:1])[CH2:3][CH2:4][N:5]3[CH2:10][CH2:9][CH:8]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH2:7][CH2:6]3)=[CH:26][CH:25]=2)[CH2:20][CH2:21][C:22]1=[O:27]

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 131208226-[1-Oxo-3-(4-phenyl-1-piperidyl)propyl]-3,4-dihydrocarbostyril

生成物 1

HCID 131208351-Methyl-6-[1-oxo-3-(4-phenyl-1-piperidyl)-propyl]-3,4-dihydrocarbostyril monohydrochloride

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.8 Grams of 6-[1-oxo-3-(4-phenyl-1-piperidyl)-propyl]-3,4-dihydrocarbostyril and 0.24 g of sodium hydride (50% in mineral oil) were mixed in 50 ml of dimethylformamide and the mixture was stirred at a room temperature for 3 hours. Then 0.8 g of methyl iodide was added thereto and stirred at a room temperature for 3 hours. The reaction mixture was poured into 150 ml of saturated sodium chloride aqueous solution and the organic layer was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue thus obtained was isolated and purified by preparative thin-layer chromatography and the desired product was converted into the hydrochloride then recrystallized from ethanol-water to obtain 1.5 g of 1-methyl-6-[1-oxo-3-(4-phenyl-1-piperidyl)-propyl]-3,4-dihydrocarbostyril monohydrochloride in light yellow plate-like crystals.

後処理

  1. stirringstirred at a room temperature for 3 hours
  2. extractionthe organic layer was extracted with chloroform
  3. washThe chloroform layer was washed with water
  4. customdried
  5. customchloroform was removed by distillation
  6. customThe residue thus obtained
  7. customwas isolated
  8. custompurified by preparative thin-layer chromatography
  9. customthen recrystallized from ethanol-water

出典と根拠

ORDレコード
ord-cfd1c865e52e48cba5d1d5568a2b92a5
出典データセット
uspto-grants-1984_07
特許番号
US04460593

反応ノート

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