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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748526Generated: November 1, 2026

Pyridine → 5-Bromo-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-3-methylpyridine

https://huagongshe.com/reaction/1748526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantSodium CarbonateHCID 10340—
Reactant8-(5-Bromo-3-methylpyridin-2-yl)-1,4-dioxaspiro[4,5]decan-8-olHCID 86692474—
SolventDichloromethaneHCID 6344—
SolventThionyl ChlorideHCID 24386—
Product5-Bromo-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-3-methylpyridineHCID 8669247549.5%

Reaction Steps

Pyridine (42.7 ml) was added to a solution of 8-(5-bromo-3-methylpyridin-2-yl)-1,4-dioxaspiro[4,5]decan-8-ol (28 g) in dichloromethane (300 ml), thionyl chloride (19 ml) was added dropwise under ice cooling and the reaction solution was warmed to room temperature and stirred for an hour. After completion of the reaction, the reaction solution was poured into 10% aqueous solution of sodium carbonate, stirred and the resulting precipitate was collected by filtration and dried at 60° C. under air blow to give the titled compound (13.1 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-ff907f620b5844b0afe9b494c75fce33
Source noteuspto-grants-2015_10