Reacción #461028

ord-2268e72a5e744e0cbffb27466d4c5b90

Ecuación de reacción

CCCCCCCCOC(=O)Cl
Octyl chloroformate
Nc1ccccc1C1Cc2ccccc2N1
2-(2-aminophenyl)-2,3-dihydro-1H-indole
c1ccncc1
pyridine
CCCCCCCCOC(=O)Nc1ccccc1C1Cc2ccccc2N1
solid
CCCCCCCCOC(=O)Nc1ccccc1C1Cc2ccccc2N1
2-[2-(Octyloxycarbonylamino)phenyl]-2,3-dihydro-1H-indole

Disolventes

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroquenched with water
  2. 2
    OtroThe organic layer was separated
  3. 3
    Lavadowashed with 5% HCl and saturated NaCl solution
  4. 4
    Secadodried (MgSO4)
  5. 5
    Concentraciónconcentrated
  6. 6
    Otroto yield a solid
  7. 7
    OtroPurification by flash chromatography

Procedimiento

Octyl chloroformate (2.00 ml) was added dropwise to a solution of 2.15 g 2-(2-aminophenyl)-2,3-dihydro-1H-indole and 2.00 ml pyridine in 35 ml CH2Cl2 at 0° C. The solution was stirred five hours at 0° C. and then quenched with water. The organic layer was separated, washed with 5% HCl and saturated NaCl solution, dried (MgSO4), and concentrated to yield a solid. Purification by flash chromatography using CH2Cl2 /hexane (1:2) as eluent gave 1.74 g solid, m.p. 99°-102° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05166170uspto-grants-1992_11