Ethanol → HCID 14209149, Verbindung

HRID 279779Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 279779
[CH3:1][O:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:4]=1[CH2:5][N:6]1[C:9](=[O:10])[CH2:8][CH:7]1[CH2:11][C:12]([O:14]CC)=[O:13].C(O)C.[OH-].[Na+]>O>[CH3:1][O:2][C:3]1[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:4]=1[CH2:5][N:6]1[C:9](=[O:10])[CH2:8][CH:7]1[CH2:11][C:12]([OH:14])=[O:13]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 54369044HCID 54369044, Verbindung

Produkt 1

HCID 14209149HCID 14209149, VerbindungAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 0.31 g (1 millimole) of ethyl [1-(2,4-dimethoxy-benzyl)-4-oxo-2-azetidinyl]-acetate and 4 ml of ethanol a solution of 0.04 g (1 millimole) of sodium hydroxide and 6 ml of water are added. The reaction mixture is stirred at room temperature for 2 hours. The solution is extracted three times with 3 ml of dichloromethane each. The aqueous layer is acidified with concentrated aqueous hydrochloric acid to pH 2 and extracted three times with 3 ml of dichloromethane each. The united organic layers are dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated. The residue is crystallized from benzene. Thus 0.27 g of the desired compound are obtained, yield: 88%, M.p.: 112° C.

Aufarbeitung

  1. extractionThe solution is extracted three times with 3 ml of dichloromethane each
  2. extractionextracted three times with 3 ml of dichloromethane each
  3. dry with materialThe united organic layers are dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate is evaporated
  6. customThe residue is crystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-ee76ee87ee8744208d54f8e3234bc2cf
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04587049

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