Water → (S)-N-methyl-N-(2-phenylpent-4-enyl)-2-methoxy-5-(4H-triazol-4-yl)benzamide

HRID 1584499노트

반응식

HRID 1584499 반응식
[CH3:1][NH:2][CH2:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:5][CH:6]=[CH2:7].O.[CH3:15][O:16][C:17]1[CH:25]=[CH:24][C:23]([CH:26]2[CH:30]=[N:29][N:28]=[N:27]2)=[CH:22][C:18]=1[C:19](Cl)=[O:20].CO.ClCCl>CC(C)=O.C(=O)(O)[O-].[Na+]>[CH3:1][N:2]([CH2:3][CH:4]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:5][CH:6]=[CH2:7])[C:19](=[O:20])[C:18]1[CH:22]=[C:23]([C@H:26]2[CH:30]=[N:29][N:28]=[N:27]2)[CH:24]=[CH:25][C:17]=1[O:16][CH3:15]

참가 물질

7

반응물 4

HCID 962WaterHCID 18354441N-methyl-(2-phenylpent-4-enyl)amineHCID 183544512-methoxy-5-(4H-triazol-4-yl)benzoyl chlorideHCID 21226129Dichloromethane methanol

생성물 1

HCID 69775799(S)-N-methyl-N-(2-phenylpent-4-enyl)-2-methoxy-5-(4H-triazol-4-yl)benzamide

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 516892Sodium Bicarbonate용매2회

실험 절차

Combine N-methyl-(2-phenylpent-4-enyl)amine (1.00 g, 5.7 mmol), acetone (50 mL), water (20 mL), and sodium bicarbonate (0.3 g, 2.85 mmol). Add portionwise, a solution of 2-methoxy-5-(4H-triazol-4-yl)benzoyl chloride (1.4 g, 6.3 mmol) in acetone (50 mL). After 10 hours, dilute the reaction mixture with a saturated aqueous sodium bicarbonate solution and evaporate in vacuo to remove most of the acetone. Extract five times with dichloromethane. Dry the combined organic layers over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 5% methanol/dichloromethane to give (S)-N-methyl-N-(2-phenylpent-4-enyl)-2-methoxy-5-(4H-triazol-4-yl)benzamide: Rf =0.25 (silica gel, 5% methanol/dichloromethane).

후처리

  1. additionAdd portionwise
  2. customevaporate in vacuo
  3. customto remove most of the acetone
  4. extractionExtract five times with dichloromethane
  5. dry with materialDry the combined organic layers over Na2SO4
  6. filtrationfilter
  7. customevaporate in vacuo
  8. customto give a residue

출처 및 근거

ORD 기록
ord-12cbb352fcf24ecf9f696539681bc660
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05932571

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