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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109192Generated: October 31, 2026

Water → HCID 131718453, compound

https://huagongshe.com/reaction/1109192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenebutanamineHCID 83242—
ReactantHCID 12541369HCID 12541369—
SolventTolueneHCID 1140—
ProductHCID 131718453HCID 13171845382.5%

Reaction Steps

5.0 g (0.0191 mol) of ethyl 1,2,3,4-tetrahydro-5-methoxy-2-oxo-1-naphthylacetate were dissolved in 100 ml of toluene, 3.0 ml (0.0191 mol) of 4-phenyl-butylamine were added thereto and the mixture was boiled for 16 hours on a water separator. After concentration the residue was hydrogenated with 2.0 g of Raney-nickel in 200 ml of ethanol at 120° and 140 bar for 10 hours. The product was chromatographed over silica gel with n-hexane/ethyl acetate 3:1. There were obtained 5.60 g (82.5%) of oily rac-cis-3-(4-cyclohexyl-butyl)-1,3,3a,4,5,9b-hexahydro-6-methoxy-2H-benzo[e]indol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05318967
Source datasetuspto-grants-1994_06
ORD IDord-84710bf000b04095af63d7ebd11912f1
Source noteuspto-grants-1994_06