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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515887Generated: October 31, 2026

Benzyl (3S)-3-(4-morpholinylmethyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate → (S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholine

https://huagongshe.com/reaction/515887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl (3S)-3-(4-morpholinylmethyl)-3,4-dihydro-2(1H)-isoquinolinecarboxylateHCID 118482909—
ReactantHCID 178418361HCID 178418361—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product(S)-4-((1,2,3,4-tetrahydroisoquinolin-3-yl)methyl)morpholineHCID 28596890—

Reaction Steps

To a solution of 4.9 g of the compound of Step B (13.4 mmol) in 67 mL of ethanol there is added 0.980 g of palladium dihydroxide (20% by weight) at ambient temperature. The reaction mixture is placed under 1.2 bars of hydrogen at ambient temperature for 4 hours. It is then passed through a Whatman filter and the palladium is then rinsed several times with ethanol. The filtrate is evaporated to dryness. The title product is obtained in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108983B2
Source datasetuspto-grants-2015_08
ORD IDord-eb6c8c72153b4c7ca491a4a30951f7d1
Source noteuspto-grants-2015_08