Reaktion #5374

Reaktionsgleichung

2-(4-hydroxyphenyl)-5-octylbenzooxazole

heptanoic acid

→

2-(4-heptanoyloxyphenyl)-5-octylbenzooxazole

Ausbeute 60.9%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring at room temperature for 85 minutes
2. 2
   FiltrationThe resultant N,N'-dicyclohexylurea was filtered off
3. 3
   Sonstigethe filtrate was dried under reduced pressure
4. 4
   Sonstigeto precipitate a resultant
5. 5
   SonstigeThe resultant was purified by silica gel column chromatography (eluent: toluene)
6. 6
   Sonstigerecrystallized from acetone

Vorschrift

In a 30 ml round-bottom flask, 0.50 g (1.55 m mole) of 2-(4-hydroxyphenyl)-5-octylbenzooxazole, 0.22 g (1.69 m mole) of heptanoic acid and 10 ml of dichloromethane were placed, followed by adding 0.32 g (1.55 m mole) of N,N-dicyclohexylcarbodiimide and 0.04 g of 4-pyrrodinopyridine in order at room temperature under stirring, and stirring at room temperature for 85 minutes. The resultant N,N'-dicyclohexylurea was filtered off and the filtrate was dried under reduced pressure to precipitate a resultant. The resultant was purified by silica gel column chromatography (eluent: toluene) and recrystallized from acetone to obtain 0.41 g of 2-(4-heptanoyloxyphenyl)-5-octylbenzooxazole (Yield: 60.9%). ##STR81##

Quelle