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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39218Generated: October 26, 2026

Triethylamine → Octahydroquinoline-1-carboxylic acid 3-chloropropylamide

https://huagongshe.com/reaction/39218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
ReactantDecahydroquinolineHCID 92911—
ReactantPropane, 1-chloro-3-isocyanato-HCID 166752—
SolventTetrahydrofuranHCID 8028—
ProductOctahydroquinoline-1-carboxylic acid 3-chloropropylamideHCID 6679522384.6%

Reaction Steps

2.5 g (21 mmol) of 3-chloropropylisocyanate are dissolved in 150 mL of anhydrous THF and 6.4 mL (46 mmol) of Et3N. Once dissolved 3.4 mL (23 mmol) of decahydroquinoline are slowly added and it is refluxed for 18 h. AcOEt is then added and the resulting solution is sequentially washed with water, 1N HCl and brine. The organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure yielding 4.6 g of intermediate IIIf.1. Method B: tr: 3.58 min; m/z: 259

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524894B2
Source datasetuspto-grants-2013_09
ORD IDord-815daed69aa74be79cf96e08165c9842
Source noteuspto-grants-2013_09