Hydrochloric Acid → N-(1-Ethoxycarbonyl-3-Phenylpropyl)-L-Alanine Benzylester

HRID 1906627

반응식

HRID 1906627 반응식
[CH2:1]([O:8][C:9](=[O:24])[C@H:10]([CH3:23])[NH:11][CH:12]([C:21]#N)[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.O.C([O-])(O)=[O:28].[Na+].[CH2:32]([OH:34])[CH3:33]>ClCCl.C(#N)C>[CH2:1]([O:8][C:9](=[O:24])[C@H:10]([CH3:23])[NH:11][CH:12]([C:21]([O:34][CH2:32][CH3:33])=[O:28])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 516892Sodium BicarbonateHCID 13826599N-(1-Cyano-3-Phenylpropyl)-L-Alanine Benzylester

생성물 1

HCID 13345971N-(1-Ethoxycarbonyl-3-Phenylpropyl)-L-Alanine Benzylester

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

N-(1-Cyano-3-Phenylpropyl)-L-Alanine Benzylester (4.24 g) is then dissolved in 65 ml dry dichloromethane and diluted with 2.39 g absolute ethanol. After cooling on ice, the solution is saturated with dry HCl, stored for 2 days at 0°-5° C., and evaporated to form a residue which is dissolved in 30 ml of a 2:1 acetonitrile:water mixture at room temperature for 15 minutes. An excess of aqueous NaHCO3 is then added to the mixture, which is extracted with chloroform several times, dried over MgSO4, and placed under vacuum to evaporate the solvent, yielding N-(1-Ethoxycarbonyl-3-Phenylpropyl)-L-Alanine Benzylester [TLC (Silica gel; CHCl3 /acetone=9:1); Rf=0.60].

후처리

  1. temperatureAfter cooling on ice
  2. customevaporated
  3. customto form a residue which
  4. extractionis extracted with chloroform several times
  5. dry with materialdried over MgSO4
  6. customto evaporate the solvent

출처 및 근거

ORD 기록
ord-1baf1110c54740bcadf30185f0d12406
출처 데이터셋
uspto-grants-1987_03
특허 번호
US04652668

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