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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272872Generated: October 30, 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/2272872

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 mass) at ambient temperature. The reaction mixture is placed under 1.2 bar of hydrogen at ambient temperature for 4 hours. It is subsequently passed over a Whatman filter, and then the palladium is 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 numberUS09120791B2
Source datasetuspto-grants-2015_09
ORD IDord-b28f92a288b1455484884ee301d8b78a
Source noteuspto-grants-2015_09