Diglyme → Tjn-331

HRID 428133노트

반응식

HRID 428133 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 9818748Tjn-331수율 43%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e294c8625fed4dccadecbf005de2f81d
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313153B1

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