Reaktion #822558

Reaktionsgleichung

hydrochloric acid

ethanol

lithium hydroxide monohydrate

methyl 4-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthylselanylethynyl)benzoate

→

4-(8,8-Dimethyl-5-p-tolyl-7,8-dihydro-2-naphthylselanylethynyl)benzoic acid

Lösungsmittel

water

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction medium is refluxed for 15 hours
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   SonstigeThe solid obtained
4. 4
   Waschenis washed with a heptane/ethyl ether mixture (90/10)
5. 5
   Sonstigepurified by chromatography (eluent: dichloromethane)
6. 6
   SonstigeAn off-white powder is obtained (0.2 g; yield=45%)

Vorschrift

0.46 g (0.95 mmol) of methyl 4-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthylselanylethynyl)benzoate is dissolved in 20 ml of tetrahydrofuran, 2 ml of ethanol and 1 ml of water, and 0.46 g (11 mmol) of lithium hydroxide monohydrate is then added. The reaction medium is refluxed for 15 hours, acidified with 2N hydrochloric acid solution and then extracted with ethyl acetate. The solid obtained is washed with a heptane/ethyl ether mixture (90/10) and then purified by chromatography (eluent: dichloromethane). An off-white powder is obtained (0.2 g; yield=45%).

Quelle