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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415680Generated: October 26, 2026

Water → Benzo-1,3-dioxole-5-carbonitrile

https://huagongshe.com/reaction/415680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDibromomethaneHCID 3024—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4-DihydroxybenzonitrileHCID 87065—
SolventDimethylformamideHCID 6228—
ProductBenzo-1,3-dioxole-5-carbonitrileHCID 7813694.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3,4 Dihydroxy benzonitrile (5.0 g, 37.0 mmol) in 20 ml of DMF was added dibromomethane (19.25 g, 110.0 mmol) and potassium carbonate (25.50 g, 184.90 mmol). The reaction mixture was heated at 120° C. for 2 h under the nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), reaction mixture was cooled to room temperature. Water (50 ml) was added to the reaction mixture and extracted the compound with ethyl acetate (3×100 mL). The combined organic layers were dried over anhydrous Na2SO4, and evaporated to dryness under reduced pressure to give the title compound as yellow solid (5.16 g, 94.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088791B2
Source datasetuspto-grants-2012_01
ORD IDord-9e97fc81c029423e8bd874f5c87f4688
Source noteuspto-grants-2012_01