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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500506Generated: November 3, 2026

Hydrochloric Acid → HCID 117778047, compound

https://huagongshe.com/reaction/1500506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
ReactantHCID 117778019HCID 117778019—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117778047HCID 117778047—

Reaction Steps

To a solution of 2-chloro-5-[(4-phenylphenyl)methoxymethyl]pyridine (0.206 g) in tetrahydrofuran (10 mL), tris(dibenzylideneacetone)dipalladium (63 mg), 2-(dicyclohexylphosphino)biphenyl (48 mg), and a solution of lithium bis(trimethylsilyl)amide in tetrahydrofuran (1.0 M, 1.0 mL) were added at room temperature, and the mixture was heated to reflux for 22 hours under a nitrogen atmosphere. Hydrochloric acid (2 M, 10 mL) was added to the reaction solution, and the mixture was further stirred for 30 minutes. The reaction solution was cooled to room temperature, and sodium carbonate was gradually added thereto, and subsequently, water was added thereto, followed by extraction with dichloromethane. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, and then filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column (Yamazen Corporation, elution solvent: dichloromethane/methanol) to obtain the title compound (0.189 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206168B2
Source datasetuspto-grants-2015_12
ORD IDord-0acdfb12906340769a29ab4a5df22c1b
Source noteuspto-grants-2015_12