Reacción #554599

ord-0e905611116c471e947e53fab1e5cbb2

Ecuación de reacción

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

Condiciones de reacción

Temperatura
-78°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawhile increasing temperature of the reaction solution to room temperature
  2. 2
    Filtraciónfollowed by filtration
  3. 3
    LavadoThe resulting solid was washed with water and methanol

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08623520B2uspto-grants-2014_01