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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2395002Generated: November 2, 2026

Dimethylformamide → 1-(Chloromethyl)-3-(2-propen-1-yloxy)benzene

https://huagongshe.com/reaction/2395002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
Reactant{3-[(Prop-2-en-1-yl)oxy]phenyl}methanolHCID 28065595—
SolventDichloromethaneHCID 6344—
Product1-(Chloromethyl)-3-(2-propen-1-yloxy)benzeneHCID 14169367—

Reaction Steps

To a solution of 3-allyloxybenzyl alcohol (7.2 g) in dichloromethane (100 ml) at 0° C. was added thionyl chloride (4.8 ml) in dichloromethane dropwise and a drop of DMF and the mixture stirred at ambient temperature for 1.5 hours, and poured into cold sodium bicarbonate solution. The organic layer was washed with sodium bicarbonate (2×100 ml), dried (magnesium sulphate), filtered and evaporated to give 3-allyloxybenzyl chloride (8.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05811459
Source datasetuspto-grants-1998_09
ORD IDord-a86e45a81d2f4662bf6e602be507eaed
Source noteuspto-grants-1998_09