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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551649Generated: October 30, 2026

Nitromethane → HCID 131728905, compound

https://huagongshe.com/reaction/551649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantMonobasic potassium phosphateHCID 516951—
ReactantHCID 131728904HCID 131728904—
ProductHCID 131728905HCID 131728905—

Reaction Conditions

Temperature60 °C

Reaction Steps

Tert-butyl(±)-[(1S,5R)-3-sec-butylbicyclo[3.2.0]hept-3-en-6-ylidene]acetate (3.10 g, 11.8 mmol) was dissolved in nitromethane (30 mL). To the solution, 1,8-diazabicyclo[5.4.0]undec-7-ene (2.20 g, 14.5 mmol) was added, and the mixture was stirred at 60° C. for 5 hours. The mixture was allowed to cool, and a saturated aqueous solution of potassium dihydrogen phosphate was then added thereto, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography to obtain the compound of interest as a yellow oil substance (3.28 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947738B2
Source datasetuspto-grants-2011_05
ORD IDord-07e6379df3124b3e96bd7ef5e4ec004b
Source noteuspto-grants-2011_05