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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714814Generated: November 2, 2026

Potassium Iodide → 6-Hydroxymethyl-4-(3-methoxypropyl)-4H-benzo[1,4]oxazin-3-one

https://huagongshe.com/reaction/1714814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
Reactant1-Chloro-3-methoxypropaneHCID 118927—
ReactantPotassium FluorideHCID 522689—
Reactant6-(Hydroxymethyl)-2H-1,4-benzoxazin-3(4H)-oneHCID 18452443—
SolventAcetonitrileHCID 6342—
Product6-Hydroxymethyl-4-(3-methoxypropyl)-4H-benzo[1,4]oxazin-3-oneHCID 53401196—

Reaction Steps

A suspension of 1.79 g of 6-hydroxymethyl-4H-benzo[1,4]oxazin-3-one, 2.20 ml of 1-chloro-3-methoxypropane, 10 g of KF on aluminium oxide and 0.033 g of potassium iodid in 150 ml of acetonitrile is stirred under reflux for 72 hours. The reaction mixture is cooled and clarified by filtration, and the filltrate is evaporated to dryness. The title compound is obtained from the residue by flash chromatography (SiO2 60 F). Rf (CH2Cl2/MeOH 9:1)=0.60; Rt =2.74.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799779B2
Source datasetuspto-grants-2010_09
ORD IDord-e0b029641a3642a4b651cdfd9aa6f3db
Source noteuspto-grants-2010_09