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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283223Generated: November 4, 2026

Bicarbonate Ion → HCID 58083656, compound

https://huagongshe.com/reaction/2283223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicarbonate IonHCID 769—
ReactantImidazoleHCID 795—
ReactantMaltolHCID 8369—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventDimethylformamideHCID 6228—
ProductHCID 58083656HCID 5808365699.9%

Reaction Steps

A solution of imidazole (Im, 5.45 g, 0.08 mol) in N,N-dimethylformamide (20 ml) is added in an inert atmosphere and dropwise to a solution containing 3-hydroxy-2-methyl-4-pyrone (5.00 g, 0.04 mol) and tert-butyl-dimethylchlorosilane (TBDMSCl, 7.00 g, 0.044 mol) in N,N-dimethylformamide (100 ml). The mixture obtained thereby is maintained stirring at a room temperature for 6 h and then diluted by adding a 5% hydrogen carbonate aqueous solution (150 ml). The mixture obtained thereby is extracted with hexane (6×50 ml); the extracted organic phases are combined, anhydrified on sodium sulphate, and evaporated under vacuum obtaining the desired 3-(tert-butyl-dimethylsilyl)oxy-2-methyl-4-pyrone compound as a colourless crystalline solid (9.61 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145381B2
Source datasetuspto-grants-2015_09
ORD IDord-0a5b28f4f27e44f3b081764af26c1bf9
Source noteuspto-grants-2015_09