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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 35188Erstellt: 24. Oktober 2026

Boron trifluoride → 1-(6-Bromonaphthalen-2-yl)ethanone

https://huagongshe.com/de/reaction/35188

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBoron trifluorideHCID 6356—
EduktAcetyl chlorideHCID 6367—
EduktNitrobenzeneHCID 7416—
Edukt2-BromonaphthaleneHCID 11372—
EduktTin tetrachlorideHCID 24287—
EduktAluminum(III) ChlorideHCID 6451240—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelCarbon DisulfideHCID 6348—
LösungsmittelNitromethaneHCID 6375—
Produkt1-(6-Bromonaphthalen-2-yl)ethanoneHCID 12433082—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04766127
Quelldatensatzuspto-grants-1988_08
ORD IDord-be2ca39314434b6fa3c8999557133e1c
Quellennotizuspto-grants-1988_08