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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609594Generated: October 25, 2026

Potassium Carbonate → (1-Benzyl-4-piperidyl)methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylate

https://huagongshe.com/reaction/609594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-1-propanolHCID 12308—
ReactantChlorosuccinimideHCID 31398—
Reactant(1-Benzyl-4-piperidyl)methyl indole-3-carboxylateHCID 19599412—
SolventAcetoneHCID 180—
Product(1-Benzyl-4-piperidyl)methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxylateHCID 44211270—

Reaction Steps

(1-Benzyl-4-piperidyl)methyl indole-3-carboxylate was treated initially with N-chlorosuccinimide (1.5 equivalents) for 2 h, then with 3-bromo-1-propanol (2 equivalents) for 16 h, followed by anhydrous potassium carbonate in acetone, using the method described in Example 1b. The crude product was purified by chromatography on silica gel eluting with chloroform/ethanol (19:1) to afford the title compound (E15) as a beige solid following recrystallisation from chloroform/ether (47%) mp 158-160° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998409
Source datasetuspto-grants-1999_12
ORD IDord-5521d219a792422d840f0871131d7381
Source noteuspto-grants-1999_12