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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2255288Generated: October 26, 2026

Ammonia → Decahydroquinoline

https://huagongshe.com/reaction/2255288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2-OxocyclohexanepropiononitrileHCID 96223—
ReactantHCID 178418361HCID 178418361—
ProductDecahydroquinolineHCID 92911—
Product2-(3-Aminopropyl)-cyclohexylamineHCID 10888155—

Reaction Steps

Example 3 was repeated except that 29.7 g of 2-(2-cyanoethyl)-cyclohexanone (purity 96%, 0.189 mole) and 1,200 ml of liquid ammonia (720 g, 42.4 moles) were passed upwardly through the first reactor, per hour, at a pressure of 250 bar and a temperature of 70° C. Hydrogen was then added to the stream at a rate of 125 standard liters (5.6 moles) per hour, and the effluent from the in-line imination reactor was passed upwardly through the hydrogenation reactor at a pressure of 250 bar and a temperature of 125° C. After an on-stream time of 17.8 hours the separation and distillation measures as per Example 2 had yielded, besides 66.4 g of decahydroquinoline, 365 g of 2-(3-aminopropyl)-cyclohexylamine. The yield of 2-(3-aminopropyl)-cyclohexylamine was 69.7% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05239120
Source datasetuspto-grants-1993_08
ORD IDord-195beb4eb06445c9bcedf13269f10ea4
Source noteuspto-grants-1993_08