反应 #63466

ord-be2ca39314434b6fa3c8999557133e1c

反应方程式

Brc1ccc2ccccc2c1
2-bromonaphthalene
CC(=O)Cl
acetyl chloride
[Cl][Sn]([Cl])([Cl])[Cl]
tin tetrachloride
FB(F)F
boron trifluoride
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum trichloride
O=[N+]([O-])c1ccccc1
nitrobenzene
CC(=O)c1ccc2cc(Br)ccc2c1
2-bromo-6-acetylnaphthalene

反应条件

详细条件
See reaction.notes.procedure_details.

实验过程

The compound of formula (II), 2-bromonaphthalene, is reacted with about 1 to 4 molar equivalents, preferably about 1.5 molar equivalents, of an acetyl halide, preferably acetyl chloride, in the presence of about 0.1 to 15 molar equivalents, preferably about 5 to 7 molar equivalents, of a Friedel-Crafts catalyst such as ferric chloride, zinc dichloride, tin tetrachloride, boron trifluoride or preferably aluminum trichloride, in a suitable solvent such as nitromethane, carbon disulphide, acetonitrile, methylene chloride or preferably nitrobenzene. The reaction is conducted at a temperature of about 25°-100° C., preferably about 50° C., for about 1-24 hours, preferably about 4 hours, giving the compound of formula (III), 2-bromo-6-acetylnaphthalene. When the reaction is substantially complete, the product of formula (III) is isolated by conventional means, for example crystallization.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US04766127uspto-grants-1988_08