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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677557Generated: November 1, 2026

Sodium Carbonate → 4-(Benzyloxy)-2-(chloromethyl)pyridine

https://huagongshe.com/reaction/1677557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantThionyl ChlorideHCID 24386—
Reactant4-(Phenylmethoxy)-2-pyridinemethanolHCID 10560624—
SolventDichloromethaneHCID 6344—
Product4-(Benzyloxy)-2-(chloromethyl)pyridineHCID 12938559—

Reaction Steps

1.76 ml (24.16 mmol) of thionyl chloride are added to 2 g (9.29 mmol) of [4-(benzyloxy)pyridin-2-yl]methanol [described in J. Org. Chem., (1996), 61(8), 2624] in 46 ml of dichloromethane. The reaction medium is stirred at ambient temperature for 18 hours and then concentrated under reduced pressure. The residue obtained is taken up in a saturated aqueous sodium carbonate solution and then extracted with dichloromethane. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. 2.1 g of a brown oil are collected. Mass spectrometry (ES+ Mode): MH+=234

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008321B2
Source datasetuspto-grants-2011_08
ORD IDord-07de2730577e4024b34572e9b090e384
Source noteuspto-grants-2011_08