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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047641Generated: October 30, 2026

Sodium Bicarbonate → HCID 67297399, compound

https://huagongshe.com/reaction/2047641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
ReactantHCID 67300490HCID 67300490—
SolventDichloromethaneHCID 6344—
ProductHCID 67297399HCID 6729739990.8%

Reaction Steps

Add 4-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidin-2-one (1.0 g, 4.11 mmol) to a solution of trimethyloxonium tetrafluoroborate (1.06 g, 6.99 mmol) in dichloromethane (8.2 mL) at 0° C. Stir the reaction overnight at room temperature and pour into an ice cold solution of saturated aqueous sodium bicarbonate. Separate and extract the aqueous layer with additional dichloromethane. Combine the organic layers, dry over anhydrous sodium sulfate, filter, and concentrate under reduced pressure to afford the title compound as a crystalline white solid (0.96 g). 1H NMR (CDCl3) δ 1.9 (m, 1H), 2.17 (m, 1H), 2.65-2.72 (m, 2H), 3.43 (m, 1H), 3.58 (m, 1H), 3.7 (s, 3H), 3.75 (m, 1H), 7.43-7.53 (m, 3H), 8.0-8.1 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592590B2
Source datasetuspto-grants-2013_11
ORD IDord-2ac9168016f5497bb282e124f0365db3
Source noteuspto-grants-2013_11