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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476976Generated: November 2, 2026

Azobisisobutyronitrile → 4-(Bromomethyl)-2,2-difluoro-1,3-dioxaindane

https://huagongshe.com/reaction/476976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant1,3-Benzodioxole, 2,2-difluoro-4-methyl-HCID 10877587—
SolventDichloromethaneHCID 6344—
Product4-(Bromomethyl)-2,2-difluoro-1,3-dioxaindaneHCID 10999486—

Reaction Steps

76 g of 2,2-difluoro-4-methyl-1,3-benzodioxole and 200 mg of Azobisisobutyronitrile are added to a suspension of 90 g of N-bromosuccinimide in 400 ml of methylene chloride. The mixture is then heated under reflux, with stirring, until all the undissolved material floats to the top. After cooling, the succinimide is filtered off with suction and rinsed with carbon tetrachloride and the solution is then distilled in order to separate off the carbon tetrachloride. 117 g of crude benzyl bromide remain in the residue and are employed without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886816
Source datasetuspto-grants-1989_12
ORD IDord-75599d6ab0d0407dba57eb512a4a4053
Source noteuspto-grants-1989_12