Reaktion #95109

Reaktionsgleichung

1,2-dimethyl-3-phenyl-1H-indole-5-ol

sodium

sodium

2-bromo-2-methyl-propanoic acid ethylester

sodium hydride

→

2-Methyl-2-[1,2-dimethy-3-phenyl-1H-indole-5-yloxy]propanoic acid ethylester

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONAfter a reaction time of six hours, the solvent was distilled off in vacuo
2. 2
   Sonstigethe reaction product was purified by chromatography on a silicagel column (eluant: toluene/ethyl acetate (9:1))
3. 3
   workup.ADDITIONwas treated with petroleum ether

Vorschrift

One gram (42 m mole) of 1,2-dimethyl-3-phenyl-1H-indole-5-ol was converted to the sodium salt in 10 of absolute dimethylformamide in the presence of 223 mg (5 m mole) of 55% sodium hydride immersion in oil, and the sodium salt was mixed at room temperature with 990 mg (5 m mole) of 2-bromo-2-methyl-propanoic acid ethylester. After a reaction time of six hours, the solvent was distilled off in vacuo and the reaction product was purified by chromatography on a silicagel column (eluant: toluene/ethyl acetate (9:1)). The evaporation residue of the combined fractions, which contained the purified ester, was treated with petroleum ether.

Quelle