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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109113Generated: October 28, 2026

Water → HCID 131718450, compound

https://huagongshe.com/reaction/1109113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-PhenylpropylamineHCID 16259—
ReactantHCID 12541369HCID 12541369—
SolventTolueneHCID 1140—
ProductHCID 131718450HCID 13171845061%

Reaction Steps

4.0 g (0.01525 mol) of ethyl 1,2,3,4-tetrahydro-5-methoxy-2-oxo-1-naphthylacetate were dissolved in 80 ml of toluene, 2.29 ml (0.016 mol) of 3-phenylpropylamine were added thereto and the mixture was boiled for 20 hours on a water separator. After concentration the residue was hydrogenated with 1.5 g of Raney-nickel in 150 ml of ethanol at 120° and 140 bar for 10 hours. The product was chromatographed over silica gel with cyclohexane/ethyl acetate 2:1. There were obtained 3.13 g (61%) of oily rac-cis-3-(3-cyclohexyl-propyl)-1,3,3a,4,5,9b-hexahydro-6-methoxy-2H-benzo[e]indol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05318966
Source datasetuspto-grants-1994_06
ORD IDord-7c5ee7ffd8fc4031a26faef202362865
Source noteuspto-grants-1994_06