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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814512Generated: November 1, 2026

Tetrahydrofuran → HCID 22503419, compound

https://huagongshe.com/reaction/1814512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Chloro-3-(4-methoxyphenyl)isoquinolineHCID 22502659—
CatalystNickel DichlorideHCID 24385—
ProductHCID 22503419HCID 22503419100%

Reaction Steps

3-(4-Methoxyphenyl)-1-chloroisoquinoline (3.25 g) was dissolved in tetrahydrofuran (30 ml), followed by the addition of 3.0M ethylmagnesium bromide diethyl ether solution (12 ml) and NiCl2 (dppp) (50 mg) at 0° C. After the mixture was reacted overnight at room temperature, the resulting reaction solution was poured into an aqueous solution of saturated ammonium chloride and extracted with ethyl acetate. The resulting organic layer was washed with water and brine, dried and evaporated, to give 3-(4-methoxyphenyl)-1-methylisoquinoline as an oil (3.3 g, yield; 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06875761B2
Source datasetuspto-grants-2005_04
ORD IDord-f610aa2b46be49ce9cdf7369c8ea99fe
Source noteuspto-grants-2005_04