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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128969Generated: October 30, 2026

Diethyl Carbonate → (+/-)-3-(1-Methyl-4-piperidyl)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indole

https://huagongshe.com/reaction/128969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl CarbonateHCID 7766—
ReactantPotassium CarbonateHCID 11430—
Reactant(+/-)-3-[3-(1-Methyl-4-piperidyl)-1H-indol-5-yl]-2-amino-1-propanolHCID 15233280—
SolventMethanolHCID 887—
Product(+/-)-3-(1-Methyl-4-piperidyl)-5-(2-oxo-1,3-oxazolidin-4-ylmethyl)-1H-indoleHCID 15233271—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of the product from step (g) (1.6 g), diethyl carbonate (0.73 ml) and potassium carbonate (0.08 g) was heated at 130° C. for 5 hours. The mixture was cooled, taken up in methanol and the insoluble potassium carbonate filtered off. The filtrate was evaporated in vacuo and the residue eluted through a silica colum using DCM/EtOH/NH4OH (30:8:1) as eluant. The eluate was evaporated in vacuo and the residue recrystallised from isopropanol/ether to give the desired product as a colourless crystalline solid (1.1 g), mp 191°-192° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05466699
Source datasetuspto-grants-1995_11
ORD IDord-ab23c30c37d24b86a1dfdc3a34581c3e
Source noteuspto-grants-1995_11