Reaktion #486170

Reaktionsgleichung

3-butyl-4-chloro quinoline

methyl 4-(bromomethyl)-1,1-biphenyl-2-carboxylate

tetrahydrofuran

hydrochloric acid

→

expected product

Methyl 4'-[[3-butyl-4-quinolinyl]-methyl](1,1'-biphenyl)-2-carboxylate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto rise to 65° C
2. 2
   Extraktionextraction
3. 3
   WaschenThe extracts were washed with a saturated solution of sodium chloride
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated to dryness

Vorschrift

475 mg of electrolytic zinc, 275 mg of tetrakis (triphenylphosphine) palladium, 2.08 g of methyl 4-(bromomethyl)-1,1-biphenyl-2-carboxylate (prepared in EP 0,025,331)) were introduced into 13 ml of tetrahydrofuran. 503 mg of 3-butyl-4-chloro quinoline of Step F were introduced and the mixture was stirred for 15 hours in an ultrasonic bath, allowing the temperature to rise to 65° C. 50 ml of 0.1N hydrochloric acid were added and extraction was carried out with ethyl acetate. The extracts were washed with a saturated solution of sodium chloride, dried and evaporated to dryness. After chromatography on silica (eluant: choloroform-hexane-ethyl acetate 100-100-10), 624 mg of the expected product were obtained.

Quelle