Reaktion #1159944

Reaktionsgleichung

3-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propan-1-ol

2-(2-hydroxyphenyl)benzoxazole

triphenylphosphine

1,1′-(azodicarbonyl)dipiperidine

→

2-(2-{3-[2-(4-Benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propoxy}phenyl)-1,3-benzoxazole

Ausbeute 59.4%

Lösungsmittel

water

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   TrocknenThe extract was dried over magnesium sulfate anhydride
3. 3
   Sonstigethe solvent was removed under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:1)
5. 5
   Sonstigeto give the object compound as an oily substance

Vorschrift

To a solution of 3-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]propan-1-ol (1.00 g, 3.11 mmol), 2-(2-hydroxyphenyl)benzoxazole (986 mg, 4.67 mmol) and triphenylphosphine (1.22 g, 4.67 mmol) in toluene (2 ml) was added 1,1′-(azodicarbonyl)dipiperidine (1.18 g, 4.67 mmol) and the mixture was stirred at 80° C. for 12 hours. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate anhydride and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:1) to give the object compound as an oily substance. 950 mg (yield: 59.4%)

Quelle