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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17879Generated: October 25, 2026

Triethylamine → 1,3-Benzodioxole, 5-(chloromethyl)-

https://huagongshe.com/reaction/17879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPiperonyl alcoholHCID 10322—
ReactantThionyl ChlorideHCID 24386—
SolventBenzeneHCID 241—
Product1,3-Benzodioxole, 5-(chloromethyl)-HCID 88713100%

Reaction Conditions

Temperature0 °C

Reaction Steps

Piperonyl alcohol (10 g, 65.7 mmol) was dissolved in benzene. Triethylamine (11 ml, 78.8 mmol) and thionyl chloride (11 ml, 131.4 mmol) were added dropwise thereto and was stirred for 24 hours at 0° C. The reaction mixture was extracted with sodium bicarbonate and ethyl acetate, the organic layer was separated, and dried over anhydrous magnesium sulfate to obtain 5-chloromethyl benzo[1,3]dioxol (11.2 g, yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741323B2
Source datasetuspto-grants-2010_06
ORD IDord-d083df6e630e4365a26adb042fc2f702
Source noteuspto-grants-2010_06