Reaktion #77699

ord-85361952dc384526833644ea8fd303a8

Reaktionsgleichung

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

Edukte

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

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat 35-40° C
  2. 2
    workup.ADDITIONAfter the addition the reaction
  3. 3
    Filtrationwas filtered
  4. 4
    FiltrationThe product was filtered off
  5. 5
    SonstigeA yield of 29.6 g was obtained

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06706749B2uspto-grants-2004_03