Reacción #334002

ord-d895fa1219154dfe9978b798b255f813

Ecuación de reacción

NCC1COc2ccccc2O1
(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine
O=Cc1ccccc1
benzaldehyde
c1ccc(CNCC2COc3ccccc3O2)cc1
N-benzyl-(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine
Rendimiento 92.5%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe methylene chloride removed via evaporation
  2. 2
    Otrois hydrogenated at atmospheric pressure and room temperature in the presence of methanesulphonic acid (2.4 g) and 10% palladium on charcoal (0.4 g)
  3. 3
    OtroAfter the calculated quantity of hydrogen is consumed (510 ml)
  4. 4
    Filtraciónthe solution is filtered
  5. 5
    Otrothe ethanol is removed via evaporation
  6. 6
    Extracciónthe resulting solution is extracted with ether
  7. 7
    OtroEvaporation of the dried ether
  8. 8
    Extracciónextract

Procedimiento

A mixture of (2,3-dihydro-1,4-benzodioxin-2-yl)methylamine (4.13 g), benzaldehyde (2.65 g) and methylene chloride (25 ml) is stirred for 3 hours at room temperature and the methylene chloride removed via evaporation. A solution of the residue in ethanol (30 ml) is hydrogenated at atmospheric pressure and room temperature in the presence of methanesulphonic acid (2.4 g) and 10% palladium on charcoal (0.4 g). After the calculated quantity of hydrogen is consumed (510 ml), the solution is filtered, the ethanol is removed via evaporation, the residue is made alkaline with saturated aqueous potassium carbonate, and the resulting solution is extracted with ether. Evaporation of the dried ether extract yields an oily residue of N-benzyl-(2,3-dihydro-1,4-benzodioxin-2-yl)methylamine (5.9 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04704389uspto-grants-1987_11