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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789573Generated: October 30, 2026

Water → (8aR-trans)-octahydro-1-propyl-6(2H)-quinolinone

https://huagongshe.com/reaction/1789573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPropylamineHCID 7852—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-oneHCID 587968—
SolventTolueneHCID 1140—
Product(8aR-trans)-octahydro-1-propyl-6(2H)-quinolinoneHCID 13457872—

Reaction Steps

A 250 ml single neck round bottom flask fitted with a water separator containing 20 g of 3A sieves (Linde) was charged with 100 ml of toluene, 10.25 g (0.052 mol) of 3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-one (Aldrich Chemical Company), 17.97 g (3.04 mmol) of n-propylamine (Baker) and 18 mg (0.09 mmol) of p-toluenesulfonic acid monohydrate (Alrich). The reaction mixture was refluxed for 24 hours and cooled, and the toluene was evaporated under reduced pressure to produce the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689415
Source datasetuspto-grants-1987_08
ORD IDord-4430b500143d425d90267f2830922157
Source noteuspto-grants-1987_08