Реакция #2383773

ord-26ee7c345b06443cb25915c9be1fb57a

Уравнение реакции

BrCc1ccc2ccccc2c1CBr
1,2-bis(bromomethyl)naphthalene
O=C1CCC(=O)N1Br
N-bromosuccinimide
CC(C)(C#N)N=NC(C)(C)C#N
2,2′-azobis(isobutyronitrile)
BrCc1c(C(Br)Br)ccc2ccccc12
1-(bromomethyl)-2-(dibromomethyl)naphthalene
Выход 64.0%

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Фильтрацияthe reaction mixture was filtered
  2. 2
    Промывкаthe residue was washed with 150 ml of dichloromethane
  3. 3
    workup.ADDITIONThe combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene
  4. 4
    Другоеwas obtained

Методика

In 150 ml of carbon tetrachloride, 20 g (64 mmole) of 1,2-bis(bromomethyl)naphthalene and 23 g (130 mmole) of N-bromosuccinimide were suspended. To the obtained suspension, 1.1 g (6.7 mmole) of 2,2′-azobis(isobutyronitrile) was added and the mixture was vigorously stirred at 100° C. for 2 hours. After the reaction was completed, the reaction mixture was filtered and the residue was washed with 150 ml of dichloromethane. The filtrate and the washing were combined. The combined solution was treated by the column chromatography (silica gel/dichloromethane) without additional treatments and 16 g (the yield: 64%) of a white solid of 1-(bromomethyl)-2-(dibromomethyl)naphthalene was obtained.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06489046B1uspto-grants-2002_12