Reaktion #54510

Reaktionsgleichung

5-chloro-1-naphthalenol

dodecanoic acid

→

1-(5-chloro-1-hydroxynaphthalen-2-yl)-1-dodecanone

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONether distilled off by further heating
2. 2
   TemperaturThe resulting mixture was cooled in ice
3. 3
   Filtrationa tan solid was filtered
4. 4
   Sonstigerecrystallized from ethanol

Vorschrift

A mixture of 16.6 parts of 5-chloro-1-naphthalenol [Erdmann and Kirchoff, Liebig's Ann., 247, 372 (1888)] 19.2 parts of dodecanoic acid and 132 parts of boron trifluoride ether complex (48% BF3) was stirred under nitrogen on a steam bath for 6 hours. Water (114 parts) was added and ether distilled off by further heating. The resulting mixture was cooled in ice and a tan solid was filtered and recrystallized from ethanol to give 18 parts of yellow 1-(5-chloro-1-hydroxynaphthalen-2-yl)-1-dodecanone, m.p. 86°-87° C.

Quelle