Reaktion #82157

Reaktionsgleichung

N-benzyl-N-methoxymethyl-N-(trimethylsilylmethyl)-amine

3-cyano-2,5-dihydrofuran

triethylamine

trifluoroacetic acid

→

7-Benzyl-1-cyano-3-oxa-7-azabicyclo[3.3.0]octane

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is heated
2. 2
   Temperaturunder reflux
3. 3
   TemperaturSubsequently, the mixture is heated
4. 4
   Temperaturunder reflux for 2 hours
5. 5
   Waschenthe solution is washed with saturated sodium hydrogen carbonate solution
6. 6
   Trocknendried over magnesium sulphate
7. 7
   Einengenconcentrated
8. 8
   workup.DISTILLATIONdistilled

Vorschrift

A solution of 5.2 g (24.6 mmol, 46% strength) of 3-cyano-2,5-dihydrofuran in 50 ml of absolute methylene chloride is mixed with 0.3 g of triethylamine and 0.3 g of trifluoroacetic acid, the mixture is heated under reflux and then 7 g (29.5 mmol) of N-benzyl-N-methoxymethyl-N-(trimethylsilylmethyl)-amine are added dropwise. Subsequently, the mixture is heated under reflux for 2 hours and the solution is washed with saturated sodium hydrogen carbonate solution, dried over magnesium sulphate, concentrated and distilled. Yield: 4.5 g (80% of theory). Boiling point: 140°-145° C./0.03 mbar

Quelle