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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982818Generated: November 2, 2026

Sodium Bicarbonate → HCID 12085580, compound

https://huagongshe.com/reaction/1982818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantalpha-D-Glucopyranose, 2,3,4,6-tetraacetate 1-(2,2,2-trichloroethanimidate)HCID 10896298—
ReactantHCID 12085579HCID 12085579—
SolventDichloromethaneHCID 6344—
ProductHCID 12085580HCID 1208558092.7%

Reaction Steps

To a solution of 2-(4-allyloxybenzyl)phenol (0.20 g) and 2,3,4,6-tetra-O-acetyl-1-O-trichloroacetoimidoyl-α-D-glucopyranose (0.45 g) in dichloromethane (8.5 mL) was added boron trifluoride diethyl ether complex (0.12 g), and the mixture was stirred at room temperature for 2 hours. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/1) to give 2-(4-allyloxybenzyl)phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (0.44 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541341B2
Source datasetuspto-grants-2009_06
ORD IDord-7ea8b746549d45cabddb5c763549d969
Source noteuspto-grants-2009_06