Reacción #1946544

ord-6669ea06a06a4581a5a9c798a9d1fb97

Ecuación de reacción

O=C1CCC(=O)N1Br
N-Bromosuccinimide
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
Cc1ccc(B(O)O)cc1
p-Toluene boronic acid
CC(C)(CO)CO
neopentyl glycol
CC(C)(C)COB(O)c1ccc(CBr)cc1
p-bromomethyl phenyl boronic acid-neopentyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaheated
  2. 2
    Temperaturaat reflux for 1.5 hours
  3. 3
    Temperaturathe solution was heated
  4. 4
    Temperaturaat reflux for additional 2 hours
  5. 5
    Filtraciónfiltered
  6. 6
    Otroevaporated
  7. 7
    Otroto give

Procedimiento

p-Toluene boronic acid (750 mg.) and neopentyl glycol (600 mg.) were dissolved in 50 ml cyclohexane and heated at reflux for 1.5 hours. N-Bromosuccinimide (1.15 g.), benzoyl peroxide (25 mg.) and 150 ml cyclohexane were added and the solution was heated at reflux for additional 2 hours. The solution was cooled to room temperature, filtered and evaporated to give a mixture of 8 and 8a (total of 1.3 g, ˜1:1 ratio), the yield of 8=47%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06526828B1uspto-grants-2003_03