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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190987Generated: October 30, 2026

Nitromethane → HCID 66803697, compound

https://huagongshe.com/reaction/2190987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantMonobasic potassium phosphateHCID 516951—
ReactantTert-butyl 3-methylbicyclo[3.2.0]hept-3-en-6-ylideneacetateHCID 66697007—
ProductHCID 66803697HCID 66803697—

Reaction Conditions

Temperature55 °C

Reaction Steps

Tert-butyl 3-methylbicyclo[3.2.0]hept-3-en-6-ylideneacetate (1.21 g, 5.50 mmol) was dissolved in nitromethane (7 mL). To the solution, 1,8-diazabicyclo[5.4.0]undec-7-ene (0.91 mL, 6.0 mmol) was added, and the mixture was heated with stirring at 50 to 60° C. for 6 hours. The mixture was allowed to cool, and a saturated aqueous solution of potassium dihydrogen phosphate was then added thereto, followed by extraction with ethyl acetate. Then, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain the compound of interest as a colorless oil substance (1.14 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324425B2
Source datasetuspto-grants-2012_12
ORD IDord-3552c67afccf4a2d92326abeb9996827
Source noteuspto-grants-2012_12