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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966815Generated: November 2, 2026

Carbon tetrabromide → 2-(Bromomethyl)-5,8-dioxaspiro[3.4]octane

https://huagongshe.com/reaction/1966815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant5,8-Dioxaspiro[3.4]octane-2-methanolHCID 12073583—
SolventDichloromethaneHCID 6344—
Product2-(Bromomethyl)-5,8-dioxaspiro[3.4]octaneHCID 66733282—

Reaction Steps

Triphenylphosphine (6.28 gm, 24 mmol) in dichloromethane was added drop wise to a solution of 5,8-dioxaspiro[3.4]oct-2-ylmethanol (2.3 gm, 16 mmol) (step d) and tetrabromomethane (6.62 gm, 20 mmol) in dichloromethane. The reaction mixture was stirred at room temperature for about 6 hours. The solvent was removed under reduced pressure and the residue was extracted with diethyl ether. The organic layer was concentrated under reduced pressure to get a crude product, which was purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-27b029d0d56d47e8b60325e2660a95c2
Source noteuspto-grants-2013_04