Reacción #77699

ord-85361952dc384526833644ea8fd303a8

Ecuación de reacción

Cc1ccc(B(O)O)cc1
4-methylphenylboronic acid
[K+].[O]=[Mn](=[O])(=[O])[O-]
potassium permanganate
[Na+].[OH-]
sodium hydroxide
→
O=C(O)c1ccc(B(O)O)cc1
4-Carboxyphenylboronic acid

Reactantes

Cc1ccc(B(O)O)cc1
4-methylphenylboronic acid
[K+].[O]=[Mn](=[O])(=[O])[O-]
potassium permanganate
[Na+].[OH-]
sodium hydroxide

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroat 35-40° C
  2. 2
    workup.ADDITIONAfter the addition the reaction
  3. 3
    Filtraciónwas filtered
  4. 4
    FiltraciónThe product was filtered off
  5. 5
    OtroA yield of 29.6 g was obtained

Procedimiento

To a solution of 4-methylphenylboronic acid (34 g, 0.25 mol) in aqueous sodium hydroxide (0.5 N, 1000 mL) was added potassium permanganate (83 g, 0.53 mol) while keeping the temperature at 35-40° C. After the addition the reaction was filtered and the filtrate acidified with concentrated hydrochloric acid (65 mL). The product was filtered off. A yield of 29.6 g was obtained. M.p. 228° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06706749B2uspto-grants-2004_03