Реакция #554599

ord-0e905611116c471e947e53fab1e5cbb2

Уравнение реакции

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

Реагенты

Нет

Растворители

Условия реакции

Температура
-78°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwhile increasing temperature of the reaction solution to room temperature
  2. 2
    Фильтрацияfollowed by filtration
  3. 3
    ПромывкаThe resulting solid was washed with water and methanol

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08623520B2uspto-grants-2014_01