Reacción #2329

ord-045379b86e3a4189977f9bacd7189198

Ecuación de reacción

BrBr
Bromine
COC(=O)COc1ccc(C(=O)C(C)C)cc1
product
COC(=O)COc1ccc(C(=O)C(C)C)cc1
methyl 4-(2,2-dimethylacetyl)-phenoxyacetate
COC(=O)COc1ccc(C(=O)C(C)(C)Br)cc1
methyl 4-(2-bromo-2,2-dimethylacetyl)phenoxyacetate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe solvent was evaporated in vacuo
  2. 2
    Otroto give an orange oil
  3. 3
    FiltraciónA solution of this oil, in a small volume of dichloromethane, was filtered through silica
  4. 4
    Otrothe clear filtrate, on evaporation

Procedimiento

Bromine (2.09 ml) was added dropwise over ten minutes to a stirred solution of the product of step (i) above (9.44 g) in carbon tetrachloride (200 ml). The solution was stirred for 16 hours, then the solvent was evaporated in vacuo to give an orange oil. A solution of this oil, in a small volume of dichloromethane, was filtered through silica and the clear filtrate, on evaporation, gave methyl 4-(2-bromo-2,2-dimethylacetyl)phenoxyacetate, 11.3 g, as a white crystalline solid: m.p. 46°-50° C.; NMR (d6DMSO) δ 8.09 (2H, d), 7.05 (2H, d), 4.92 (2H, s), 3.72 (3H, s), 2.0(6H, s).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728701uspto-grants-1998_03