Reacción #2210

ord-9cda8deef8464fdbb84bc3f44d4fe1f5

Ecuación de reacción

Cl
hydrochloric acid
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum trichloride
c1ccc2ccccc2c1
naphthalene
O=C1CCC(=O)O1
succinic anhydride
O=C(O)CCC(=O)c1cccc2ccccc12
3-(1-naphthoyl)propionic acid

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwas added to a well
  2. 2
    workup.STIRRINGThe resulting mixture was stirred overnight at room temperature
  3. 3
    workup.ADDITIONThe mixture was then poured slowly onto ice-water (600 g)
  4. 4
    FiltraciónThe crude acid was filtered
  5. 5
    Lavadowashed with water until washings
  6. 6
    Otrorecrystallized from ethanol yielding the product (m.p. 170°-172° C.)

Procedimiento

A mixture of naphthalene (40 g) and succinic anhydride (20 g) was added to a well stirred suspension of aluminum trichloride (55 g) in nitrobenzene (140 ml). The resulting mixture was stirred overnight at room temperature. The mixture was then poured slowly onto ice-water (600 g) and acidified with 6N-hydrochloric acid. The crude acid was filtered, washed with water until washings were neutral and recrystallized from ethanol yielding the product (m.p. 170°-172° C.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728698uspto-grants-1998_03