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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649390Generated: November 2, 2026

1,4-Benzodioxane-2-methanol → 2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxin

https://huagongshe.com/reaction/1649390

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Benzodioxane-2-methanolHCID 19314—
ReactantThionyl ChlorideHCID 24386—
Product2-(Chloromethyl)-2,3-dihydro-1,4-benzodioxinHCID 95320—

Reaction Steps

A mixture of thionyl chloride (36.0 g, 0.3 mol) and 2-hydroxymethyl-1,4-benzodioxan (25.0 g, 0.15 mol) was stirred and heated under reflux for 0.75 h. The reaction mixture was concentrated under reduced pressure, and the residue was distilled, to afford 2-chloromethyl-1,4-benzodioxan, b.p. 140°-146°/22 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04416895
Source datasetuspto-grants-1983_11
ORD IDord-a78529cb51a146cdba2e155c449be030
Source noteuspto-grants-1983_11