Reaktion #554599

ord-0e905611116c471e947e53fab1e5cbb2

Reaktionsgleichung

BrB(Br)Br.[B]
boron boron tribromide
O
water
COc1ccc2c3ccccc3c3ccccc3c2c1
2-methoxytriphenylene
Oc1ccc2c3ccccc3c3ccccc3c2c1
2-hydroxytriphenylene
Ausbeute 95.1%

Reaktionsbedingungen

Temperatur
-78°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile increasing temperature of the reaction solution to room temperature
  2. 2
    Filtrationfollowed by filtration
  3. 3
    WaschenThe resulting solid was washed with water and methanol

Vorschrift

Under an argon atmosphere, 13.9 g of 2-methoxytriphenylene was placed in a flask, and 300 mL of methylene chloride was added. The reaction solution was cooled to −78° C., and 54 mL of a solution of 1M boron boron tribromide in methylene chloride was dropwise added thereto. The reaction solution was stirred for 5 hours while increasing temperature of the reaction solution to room temperature. 100 mL of water was added to the reaction solution, followed by filtration. The resulting solid was washed with water and methanol to obtain 12.5 g (yield: 95%) of 2-hydroxytriphenylene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623520B2uspto-grants-2014_01