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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1708174Generated: October 27, 2026

Nitric Acid → 3H-1,2-benzodioxole

https://huagongshe.com/reaction/1708174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantWaterHCID 962—
Reactant2-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-benzodioxoleHCID 18961198—
Solvent1,1-DichloroethaneHCID 6365—
Product3H-1,2-benzodioxoleHCID 1672213382%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 2-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-benzodioxole (5.6 g) in dichloroethane (15 ml) was added over 10 minutes to vigorously stirred nitric acid (50% w/v, 25 ml) keeping the temperature at 15°-20° C. by means of a cooling bath. The resulting reaction mixture was stirred for a further 1 hour at 20° C., poured into water (200 ml) and extracted with methylene chloride (3×100 ml). After drying over anhydrous sodium sulphate, the extract was evaporated under reduced pressure. The residue was purified by chromatography on silica gel using methylene chloride as eluant, affording the pure product benzodioxole as a pale yellow oil (5.3 g, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05356924
Source datasetuspto-grants-1994_10
ORD IDord-7ddbf7d5a37a4876b2373b0bde4b66c9
Source noteuspto-grants-1994_10