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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801479Generated: October 27, 2026

Cyclohexene → 2-Cyano-4-methoxy-5-n-butoxy phenylamine

https://huagongshe.com/reaction/1801479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
Reactant2-Nitro-4-n-butoxy-5-methoxybenzonitrileHCID 58367817—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Cyano-4-methoxy-5-n-butoxy phenylamineHCID 5836781671.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

2-nitro-4-butoxy-5-methoxybenzonitrile (0.563 g, 2.24 mmol), Pd/C (0.035 g) and anhydrous ethanol (25.0 mL) were added into a round bottom flask. The solution was stirred and heated under reflux. Cyclohexene (1.15 mL) was added and refluxed until the disappearance of the starting materials as monitored by TLC. After cooling, the resulting mixture was filtered and washed with ethanol. The filtrate was concentrated to yield a solid product. The crude product was suspended in anhydrous ethanol (4 ml), stirred and heated to 40° C. to react for 30 min, then cooled to room temperature, filtered and air-dried to yield 0.352 g of light yellow solid product with a recovery rate of 71%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349835B2
Source datasetuspto-grants-2013_01
ORD IDord-34679e767f1b449d86153eb8ddc75f2b
Source noteuspto-grants-2013_01