Boron tribromide → 2-Hydroxy-5-(trifluoromethoxy)phenylboronic acid

HRID 2283639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2283639
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([F:13])([F:12])[F:11])=[CH:5][C:4]=1[B:14]([OH:16])[OH:15].B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([F:13])([F:11])[F:12])=[CH:5][C:4]=1[B:14]([OH:16])[OH:15]

Komponenten

4

Edukt 2

HCID 25134Boron tribromide2×HCID 222491602-Methoxy-5-(trifluoromethoxy)phenylboronic acid

Produkt 1

HCID 666556152-Hydroxy-5-(trifluoromethoxy)phenylboronic acidAusbeute 96,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 2-methoxy-5-(trifluoromethoxy)phenylboronic acid (23.0 g, 97.5 mmol) in dichloromethane (140 mL) was cooled to 0° C. and boron tribromide (9.4 mL, 10 mmol) was added drop-wise over 30 min. After stirring for 3 hours, additional boron tribromide (2 mL) was added. The reaction mixture was poured into ice water and stirred for 20 min. The dichloromethane was removed in vacuo and the white solid collected by filtration and washed with water before drying in vacuo to afford the title compound (20.8 g).

Aufarbeitung

  1. stirringstirred for 20 min
  2. customThe dichloromethane was removed in vacuo
  3. filtrationthe white solid collected by filtration
  4. washwashed with water
  5. custombefore drying in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-595b9cc25da649e1960bdf82ccb64975
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09145407B2

Notizen zur Reaktion

Wird geladen…