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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267129Generated: October 30, 2026

Sodium Bicarbonate → HCID 68430981, compound

https://huagongshe.com/reaction/2267129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantHCID 178419101HCID 178419101—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68430981HCID 68430981—

Reaction Conditions

Temperature-78 °C

Reaction Steps

tert-Butyl 4-oxopiperidine-1-carboxylate (2.99 g) was dissolved in 30 ml of tetrahydrofuran, cooled down to −78° C., 40 ml of a 0.5N solution of 1-propynyl magnesium bromide in 40 ml of tetrahydrofuran was dropped thereinto and temperature of the mixture was raised to room temperature followed by stirring for one night. A saturated aqueous solution of sodium hydrogen carbonate was added to the reaction solution to stop the reaction and the product was extracted with ethyl acetate, washed with a saturated aqueous solution of ammonium chloride and dried over sodium sulfate. The solvent was evaporated in vacuo and the resulting residue was purified by a silica gel column chromatography (hexane/ethyl acetate=4/1) to give 1.41 g of the title compound as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858800B2
Source datasetuspto-grants-2010_12
ORD IDord-fbe7d66ef44f4f3ea57974a034a956a7
Source noteuspto-grants-2010_12