Reacción #361235

Ecuación de reacción

N-benzyl-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-amine

ammonium formate

→

3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-amine

Rendimiento 76.7%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 1 hour
2. 2
   TemperaturaAfter cooling
3. 3
   Filtraciónthe catalyst was filtered off
4. 4
   Otrothe solvent was removed in vacuo
5. 5
   workup.ADDITIONTo the residue, water and 28% ammonium hydroxide were added
6. 6
   Extracciónthe whole was extracted with ethyl acetate
7. 7
   LavadoThe extract was washed with water and brine
8. 8
   Secadodried over anhydrous sodium sulfate
9. 9
   Concentraciónconcentrated in vacuo

Procedimiento

A mixture of N-benzyl-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-amine (68.7 g), ammonium formate (68.15 g), and 10% palladium on carbon (50% wet; 6.8 g) in ethanol (1.2 l) was refluxed for 1 hour. After cooling, the catalyst was filtered off and the solvent was removed in vacuo. To the residue, water and 28% ammonium hydroxide were added and the whole was extracted with ethyl acetate. The extract was washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give 3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-amine (35.8 g) as an oil.

Fuente