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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612436Generated: October 30, 2026

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

https://huagongshe.com/reaction/612436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylateHCID 19595328—
Reactant3-Butyl-4-chloro quinolineHCID 19595352—
CatalystZincHCID 23994—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductMethyl 4'-[[3-butyl-4-quinolinyl]-methyl](1,1'-biphenyl)-2-carboxylateHCID 19595364—

Reaction Steps

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: chloroform-hexane-ethyl acetate 100-100-10), 624 mg of the expected product were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06004979
Source datasetuspto-grants-1999_12
ORD IDord-c846b5dc4ab54752a357bed6ad1ff2fd
Source noteuspto-grants-1999_12