Reacción #5333

ord-2fe8b08f64c844be852d3e2cfd2c0a0e

Ecuación de reacción

COC(=O)c1cccc(I)c1
methyl 3-iodobenzoate
Cc1ccccc1
toluene
COC(=O)c1cccc(-c2ccc(C)cc2)c1
title compound
Rendimiento 29.0%
COC(=O)c1cccc(-c2ccc(C)cc2)c1
Methyl 4'-methylbiphenyl-3-carboxylate
Rendimiento 29.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónInsoluble materials were filtered off
  2. 2
    Concentraciónthe filtrate was concentrated to dryness
  3. 3
    OtroThe residue was purified by column chromatography on silica gel

Procedimiento

To a mixture of methyl 3-iodobenzoate (26.1 g) in 4-iodotoluene (21.9 g) was added copper powder (31.8 g) gradually at 180°-190° C. The mixture was then stirred for 6 hours at 200°-210° C. The reaction mixture was cooled to room temperature, to which was added toluene. Insoluble materials were filtered off, and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to afford the title compound as a colorless oil (6.61 g, 29%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05243054uspto-grants-1993_09