Reacción #2271682

ord-b83a9d17e049439ba6fc72ccb4cde33e

Ecuación de reacción

Fc1ccc2c(C3CCNCC3)noc2c1
6-fluoro-3-(4-piperdinyl)-1,2-benzisoxazole
O=C([O-])[O-].[K+].[K+]
K2CO3
ClCCCOc1ccccc1
3-chloropropoxybenzene
CC#N
acetonitrile
Fc1ccc2c(C3CCN(CCCOc4ccccc4)CC3)noc2c1
6-fluoro-3-[1-(3-phenoxypropyl)-4-piperidinyl)-1,2-benzisoxazole
Rendimiento 47.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux under nitrogen for 30 hours
  2. 2
    Extracciónthe aqueous mixture was extracted with ethyl acetate
  3. 3
    ExtracciónThe ethyl acetate extract
  4. 4
    Lavadowas washed with brine
  5. 5
    Otrodried with MgS04
  6. 6
    Concentraciónconcentrated
  7. 7
    Otroto afford 6.2 g of a damp, beige solid
  8. 8
    OtroThe compound was recrystallized twice from ethanol

Procedimiento

A mixture of 6-fluoro-3-(4-piperdinyl)-1,2-benzisoxazole (4.0 g, 18.2 mmol). K2CO3 (3.0 g, 21.8 mmol), Kl (100 mg), 3-chloropropoxybenzene (3.4 g, 20.0 mmol), and acetonitrile was stirred at reflux under nitrogen for 30 hours. The reaction was poured into water and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate extract was washed with brine, dried with MgS04 and concentrated to afford 6.2 g of a damp, beige solid. The compound was recrystallized twice from ethanol to yield (47%) of 6-fluoro-3-[1-(3-phenoxypropyl)-4-piperidinyl)-1,2-benzisoxazole as a light beige solid, m.p.=78°-80° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE037729E1uspto-grants-2002_06