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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073868Generated: November 2, 2026

Water → 3,4-dihydro-2,2-dimethyl-6-nitro-4-(2-pyridyl)-2H-1-benzopyran

https://huagongshe.com/reaction/1073868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantNitronium tetrafluoroborateHCID 11073463—
Reactant3,4-dihydro-2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyranHCID 19895611—
SolventAcetonitrileHCID 6342—
Product3,4-dihydro-2,2-dimethyl-6-nitro-4-(2-pyridyl)-2H-1-benzopyranHCID 1989559415.7%

Reaction Steps

1.32 g of 3,4-dihydro-2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran were dissolved in 20 ml of acetonitrile and 0.73 g of nitronium tetrafluoroborate was added at room temperature. After 1 hour the mixture was poured into water and extracted with ethyl acetate. The organic extract was washed with sodium chloride solution, dried over sodium sulphate and evaporated to give an oil. This oil was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. 245 mg of 3,4-dihydro-2,2-dimethyl-6 -nitro-4-(2-pyridyl)-2H-1-benzopyran were obtained in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971982
Source datasetuspto-grants-1990_11
ORD IDord-05158c735c8947cdb8e245ca3eef7735
Source noteuspto-grants-1990_11