Reaktion #3157

Reaktionsgleichung

triethylamine

(2-hydroxybenzyl)triphenylphosphonium bromide

nonanoic anhydride

→

2-octylbenzofuran

Ausbeute 76.6%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby refluxing for 4.5 hours
2. 2
   SonstigeAfter the reaction
3. 3
   workup.WAITthe reaction mixture was left
4. 4
   Sonstigestanding at room temperature
5. 5
   Sonstigeto precipitate a crystal
6. 6
   SonstigeThe crystal was removed by filtration
7. 7
   EinengenThe filtrate was concentrated
8. 8
   Sonstigepurified by silica gel column chromatography (eluent:toluene/hexane=1/1)

Vorschrift

112 g (249 mM) of (2-hydroxybenzyl)triphenylphosphonium bromide, 83 g (278 mM) of nonanoic anhydride, 104 g (1.03 mM) of triethylamine and 800 ml of toluene were placed in a 3 1-three-necked flask, followed by refluxing for 4.5 hours under stirring. After the reaction, the reaction mixture was left standing at room temperature to precipitate a crystal. The crystal was removed by filtration. The filtrate was concentrated and purified by silica gel column chromatography (eluent:toluene/hexane=1/1) to obtain 44 g of liquid 2-octylbenzofuran (Yield: 76.6%).

Quelle