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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453740Generated: October 30, 2026

Hydrogen Bromide → 3-[1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-3-yl]phenol

https://huagongshe.com/reaction/453740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant2-Bromomethyl-1,4-benzodioxaneHCID 98333—
ReactantPhenol, 3-(3-piperidinyl)-HCID 12937950—
SolventAcetonitrileHCID 6342—
Product3-[1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidin-3-yl]phenolHCID 25174348—

Reaction Steps

A mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (54 mg, 0.24 mmol), 3-(piperidin-3-yl)phenol.HBr (60 mg, 0.23 mmol) and KHCO3 (84 mg, 0.84 mmol) in acetonitrile (2 mL) was heated in a microwave reactor at 160° C. for 5.5 h. The mixture was absorbed on silica and purified by flash chromatography using a gradient of DCM and MeOH (1% triethylamine) as eluent to give 74 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492549B2
Source datasetuspto-grants-2013_07
ORD IDord-71d956166c9f4b67ba04e17a5fcbaf0d
Source noteuspto-grants-2013_07