1-Iodopentane → 1-(4-Nitrophenyl)-3-n-pentyl-3-azabicyclo[3.1.1]heptane-2,4-dione

HRID 35092

Reaktionsgleichung

Reaktionsgleichung von HRID 35092
[H-].[Na+].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]23[CH2:18][CH:16]([CH2:17]2)[C:15](=[O:19])[NH:14][C:13]3=[O:20])=[CH:8][CH:7]=1)([O-:5])=[O:4].[CH2:21](I)[CH2:22][CH2:23][CH2:24][CH3:25]>CN(C)C=O>[N+:3]([C:6]1[CH:7]=[CH:8][C:9]([C:12]23[CH2:17][CH:16]([CH2:18]2)[C:15](=[O:19])[N:14]([CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:13]3=[O:20])=[CH:10][CH:11]=1)([O-:5])=[O:4]

Komponenten

5

Edukt 3

HCID 123351-IodopentaneHCID 24758Sodium hydrideHCID 148726291-(4-Nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione

Produkt 1

HCID 148726311-(4-Nitrophenyl)-3-n-pentyl-3-azabicyclo[3.1.1]heptane-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

0.36 g of sodium hydride is added to a solution of 2.46 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dione in 25 ml of N,N-dimethylformamide and the whole is stirred at room temperature for 30 minutes. 2.96 g of n-pentyl iodide dissolved in 10 ml of N,N-dimethylformamide are then added dropwise thereto. When the reaction is complete, the reaction mixture is freed of N,N-dimethylformamide. The residue is partitioned between ethyl acetate and water, and the organic phase is dried over magnesium sulphate and, after concentration by evaporation, the product is obtained having a melting point of 75°-79°.

Aufarbeitung

  1. additionare then added dropwise
  2. customThe residue is partitioned between ethyl acetate and water
  3. dry with materialthe organic phase is dried over magnesium sulphate
  4. concentrationafter concentration
  5. customby evaporation
  6. customthe product is obtained

Quellen und Nachweise

ORD-Eintrag
ord-1b55430b595f47a39e2c835ea686551d
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04764640

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