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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961350Generated: October 31, 2026

Diisopropylethylamine → 6-(2,5-Difluorophenyl)-3,4-dihydro-3-methylene-5-nitro-2H-pyran

https://huagongshe.com/reaction/1961350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Iodo-2-(iodomethyl)prop-1-eneHCID 11045029—
ReactantHCID 57371203HCID 57371203—
SolventDimethylformamideHCID 6228—
Product6-(2,5-Difluorophenyl)-3,4-dihydro-3-methylene-5-nitro-2H-pyranHCID 57519248—

Reaction Conditions

Temperature60 °C

Reaction Steps

N,N-diisopropylethylamine (184 mL) was added to a solution of 2-nitro-1-(2,5-difluorophenyl)ethanone (92.7 g, 461 mmol) in N,N-dimethylformamide (1000 mL) and 3-iodo-2-(iodomethyl)prop-1-ene (156 g, 507 mmol). The mixture was heated at 60° C. for 2 h, evaporated and purified by chromatography (silica gel, gradient 0-30% dichloromethane in hexane) to yield 3-methylene-5-nitro-6-(2,5-difluorophenyl)-3,4-dihydro-2H-pyran.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415297B2
Source datasetuspto-grants-2013_04
ORD IDord-1741590e70b041bf959e7a26e3d0db5c
Source noteuspto-grants-2013_04