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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109104Generated: November 1, 2026

Water → HCID 131718436, compound

https://huagongshe.com/reaction/1109104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-MorpholinoethylamineHCID 408285—
ReactantHCID 12541369HCID 12541369—
SolventTolueneHCID 1140—
ProductHCID 131718436HCID 13171843686%

Reaction Steps

A solution of 6.30 g (0.024 mol) of ethyl rac-1,2,3,4-tetrahydro-5-methoxy-2-oxo-1-napthylacetate in 100 ml of toluene was treated with 3.1 ml (0.024 mol) of 4-(2-aminoethyl)morpholine, whereupon the mixture was boiled on a water separator for 20 hours. After concentration the residue was hydrogenated with 1 g of Raney-nickel in 100 ml of ethanol at 120° and 180 bar. The product was chromatographed over silica gel with methylene chloride/methanol (9:1). There were obtained 6.80 g (86%) of oily rac-cis-1,3,3a, 4,5,9b-hexahydro-6-methoxy-3-(2-morpholinoethyl)-2H-benzo[e]indol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05318966
Source datasetuspto-grants-1994_06
ORD IDord-3badb11ae7b44338a4a469bf3ab00c63
Source noteuspto-grants-1994_06