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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1374833Generated: October 31, 2026

Pyridine → 2-(Chloromethyl)anisole

https://huagongshe.com/reaction/1374833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-Methoxybenzyl alcoholHCID 69154—
ReactantTriphosgeneHCID 94429—
SolventTetrahydrofuranHCID 8028—
Product2-(Chloromethyl)anisoleHCID 81495290.5%

Reaction Steps

2-Methoxybenzyl alcohol (1.01 g, 7.31 mmol) and triphosgene (757 mg, 2.55 mmol) were dissolved in tetrahydrofuran (5 ml). The solution was added with pyridine (1.18 ml, 14.6 mmol) under ice cooling, and then warmed to room temperature. After 20 minutes, insoluble solids were removed by filtration, and the solvent was evaporated under reduced pressure. The resulting oil was diluted with ethyl acetate and insoluble solids were further removed. The solvent was evaporated under reduced pressure to obtain the title compound as pale yellow oil (1.16 g, yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166617B2
Source datasetuspto-grants-2007_01
ORD IDord-71dba6b8c3ad4a27968588eb0b02140f
Source noteuspto-grants-2007_01