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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428149Generated: October 26, 2026

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

https://huagongshe.com/reaction/428149

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 numberUS06313160B1
Source datasetuspto-grants-2001_11
ORD IDord-235576a5bb8949a69272b238d622c72f
Source noteuspto-grants-2001_11