Water → 5-Bromopentylphthalimide

HRID 1463799

Reaktionsgleichung

Reaktionsgleichung von HRID 1463799
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.O>CN(C)C=O>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:10]1[CH:9]=[CH:8][CH:7]=[C:3]2[C:4]([NH:5][C:1](=[O:11])[C:2]=12)=[O:6]

Komponenten

5

Edukt 3

HCID 962WaterHCID 81001,5-DibromopentaneHCID 24194345Phthalimide potassium salt

Produkt 1

HCID 223521765-BromopentylphthalimideAusbeute 281,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Potassium phthalimide (5.4 mmoles) was added to a solution of 1.5-dibromopentane (3.72 g; 16.2 mmoles) in dimethylformamide (8 ml) and heated to 80° C. approx. under stirring. After 2 hours, water was added and the solution was repeatedly extracted with ether. The collected organic phases were washed with water, dried on Na2SO4 and evaporated under reduced pressure to give a solid (4.50 g), which was purified by chromatography on silica gel (Etp/Et2O 8:2) yielding 2.38 g of a white solid. Yield 68%.

Aufarbeitung

  1. temperatureheated to 80° C. approx.
  2. extractionthe solution was repeatedly extracted with ether
  3. washThe collected organic phases were washed with water
  4. customdried on Na2SO4
  5. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4391cc6ce7814a45bbf17bdf43bb1e91
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05302593

Verknüpfte Notizen

Wird geladen…