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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325741Generated: October 31, 2026

Water → 1-(Azidomethyl)-4-methoxybenzene

https://huagongshe.com/reaction/325741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
SolventDimethylformamideHCID 6228—
Product1-(Azidomethyl)-4-methoxybenzeneHCID 1093176794.8%

Reaction Steps

A solution of freshly prepared 4-methoxybenzyl chloride (45.85 g) in dry dimethylformamide (150 ml) was treated with sodium azide (19.35 g). The stirred mixture was heated at between 100° and 110° C. for 20 hours, and was then cooled and poured into water (1200 ml). The resulting oil was extracted with diethyl ether (2×500 ml) and the combined ethereal extracts were washed with water (2×250 ml), dried over magnesium sulphate, and evaporated to give crude 4-methoxybenzyl azide (45.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04442115
Source datasetuspto-grants-1984_04
ORD IDord-81045fae251c47d3a466be9181b67633
Source noteuspto-grants-1984_04