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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394645Generated: October 26, 2026

Methyl iodide → 6-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine

https://huagongshe.com/reaction/394645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2,3-Dihydro-1,4-benzodioxin-6-olHCID 9115273—
SolventDimethylformamideHCID 6228—
Product6-Methoxy-2,3-dihydrobenzo[b][1,4]dioxineHCID 10909918—

Reaction Steps

3 g (18.05 mmol) of the alcohol obtained in Step A are dissolved in 10 ml of DMF in a flask. 2 eq. of NaH (60% in oil) are added slowly and allowed to act for 30 minutes under an inert atmosphere. 2 eq. of iodomethane are then added. The mixture is stirred for 2 hours; the DMF is then evaporated. Washing with ethyl acetate and with water is carried out and the two phases are separated. The combined organic phases are dried over MgSO4 and the solvent is evaporated. The oil obtained is purified on a silica column (eluant: PE/AcOEt 8/2), which allows the pure title product to be obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602903B2
Source datasetuspto-grants-2003_08
ORD IDord-b6b1c39d689e463eb8b07615daf0c5b5
Source noteuspto-grants-2003_08