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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2117810Generated: November 2, 2026

Diethyl Ether → 2-METHOXY-6-PHENYLPYRIDINE

https://huagongshe.com/reaction/2117810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-6-methoxypyridineHCID 87009—
CatalystDichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
Product2-METHOXY-6-PHENYLPYRIDINEHCID 11469488—

Reaction Steps

An ether (30 ml) solution of phenyl magnesium bromide ether solution (12.3 ml, 3.0 M, 37.0 mmol) was dropwise added to a mixture of 2-chloro-6-methoxypyridine (4.4 ml, 37.0 mmol), 1,3-bis(diphenylphosphino)propane nickel (II) chloride (228 mg) and diethyl ether (40 ml) at room temperature while 30 minutes. Thereafter, this reaction mixture was stirred under reflux for 1 hour, then the mixture was poured into an aqueous ammonium chloride solution, an organic layer was separated, furthermore an aqueous layer was extracted with dichloromethane. The organic layer was combined, and the solvent was distilled off, and the residue was filtered through a silica gel, thereby obtaining 7.0 g of crude 2-methoxy-6-phenylpyridine as pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07442797B2
Source datasetuspto-grants-2008_10
ORD IDord-e336daa6a6a94cf59b46c910342b2202
Source noteuspto-grants-2008_10