Diglyme → Tjn-331

HRID 428133ノート

反応式

HRID 428133 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[CH:7]=[CH:8]/[C:9]([O:11]C)=O)[CH:2]=1.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH2:18][CH2:19][NH:20][CH3:21].[H-].[Na+].COCCOCCOC>O>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH2:18][CH2:19][N:20]([CH3:21])[C:9](=[O:11])/[CH:8]=[CH:7]/[C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 8150DiglymeHCID 24758Sodium hydrideHCID 77039N-MethylhomoveratrylamineHCID 53576873-Pyridineacrylic acid, methyl ester

生成物 1

HCID 9818748Tjn-331収率 43%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of methyl trans-3-(3-pyridyl)acrylate (326 mg), 3,4-dimethoxy-N-methylphenethylamine (390 mg), 60% sodium hydride (80 mg) and diethylene glycol dimethyl ether (2 ml) was stirred at room temperature for 24 hours. Water was added to the reaction mixture, extracted with ethyl acetate, washed with water and dried over magnesium sulfate. After the solvent was distilled out under reduced pressure, the residue was purified by silica gel column chromatography (chloroform:methanol=50:1) and recrystallized to yield the titled compound (278 mg, 43%).

後処理

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. distillationAfter the solvent was distilled out under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (chloroform:methanol=50:1)
  6. customrecrystallized

出典と根拠

ORDレコード
ord-e294c8625fed4dccadecbf005de2f81d
出典データセット
uspto-grants-2001_11
特許番号
US06313153B1

反応ノート

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