Reacción #82153

Ecuación de reacción

N-benzyl-N-methoxymethyl-N-trimethylsilylmethylamine

triethylamine

trifluoroacetic acid

4,5-dihydrofuran-2-carbonitrile

→

7-Benzyl-1-cyano-2-oxa-7-azabicyclo[3.3.0]octane

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoIt is then washed with 50 ml of saturated sodium hydrogen carbonate solution
2. 2
   Secadodried over MgSO4
3. 3
   Concentraciónconcentrated
4. 4
   workup.DISTILLATIONdistilled twice

Procedimiento

14.4 g (0.15 mol) of 4,5-dihydrofuran-2-carbonitrile are introduced in 300 ml of absolute methylene chloride, 1.8 g of triethylamine and 1.8 g of trifluoroacetic acid are added, and the mixture is warmed to 40° C. 42.6 g (0.15 mol) of N-benzyl-N-methoxymethyl-N-trimethylsilylmethylamine are added dropwise to this mixture which is then stirred at 40° C. for 15 hours. It is then washed with 50 ml of saturated sodium hydrogen carbonate solution, dried over MgSO4, concentrated and distilled twice. Yield: 9.3 g (22.5% of theory) Boiling point: 120°-125° C./0.06 mbar The product is 83% pure by gas chromatography.

Fuente