Water → Ethyl 4-azidobutanoate

HRID 322189Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 322189
Br[CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[N-:10]=[N+:11]=[N-:12].[Na+].O>CO>[N:10]([CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+:11]=[N-:12]

Komponenten

5

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 76300Ethyl 4-bromobutyrate

Produkt 1

HCID 12382175Ethyl 4-azidobutanoateAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 4-bromobutyrate (10.0 g, 51.3 mmol), NaN3 (6.66 g, 102 mmol) and .25 ml of water in 75 ml of MeOH was refluxed for 3.5 hrs. The MeOH was removed in vacuo and residue was partitioned between CHCl3 (200 ml) and water (50 ml). The organic layer was separated and washed with water. After drying and evaporation of solvent, ethyl 4-azidobutyrate (7.94 g, 98.6%) was obtained as a colorless oil.

Aufarbeitung

  1. customThe MeOH was removed in vacuo and residue
  2. customwas partitioned between CHCl3 (200 ml) and water (50 ml)
  3. customThe organic layer was separated
  4. washwashed with water
  5. customAfter drying
  6. customevaporation of solvent

Quellen und Nachweise

ORD-Eintrag
ord-e79a5d546683403ea96f5020e7fda7a8
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211198B1

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