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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1680874Generated: November 2, 2026

Thionyl Chloride → 5-(1-Chloro-2-methyl-2-nitropropyl)-2H-1,3-benzodioxole

https://huagongshe.com/reaction/1680874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1,1-Dimethyl-2-hydroxy-2-(3,4-methylenedioxyphenyl)nitroethaneHCID 23454852—
SolventBenzeneHCID 241—
Product5-(1-Chloro-2-methyl-2-nitropropyl)-2H-1,3-benzodioxoleHCID 2345483955.7%

Reaction Steps

A mixture of 15 g of 1-(3,4-methylenedioxyphenyl)-2-methyl-2-nitropropanol (crude oil), 12 g of thionyl chloride and 80 ml of anhydrous benzene is refluxed for 3 hours. After the reaction, the reaction mixture is evaporated to remove solvent and thionyl chloride. The residue is purified by silica gel chromatography (Solvent: benzene). 9.0 g of 1-(3,4-methylenedioxyphenyl)-1-chloro-2-methyl-2-nitropropane are thereby obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04276304
Source datasetuspto-grants-1981_06
ORD IDord-e5ff0d8ae3ee40c786d3b97c961d1e14
Source noteuspto-grants-1981_06