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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544889Generated: October 31, 2026

Ethanol → 4,6-dichloro-1-(beta-D-glucopyranosyl)indoline

https://huagongshe.com/reaction/544889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
Reactant4,6-DichloroindolineHCID 16244448—
SolventWaterHCID 962—
Product4,6-dichloro-1-(beta-D-glucopyranosyl)indolineHCID 67199096—

Reaction Steps

A mixture of 4,6-dichloroindoline (6.57 g) and D-glucose (10.70 g) in H2O (25 ml)-ethyl alcohol (160 ml) was refluxed for 3 days. The organic solvent was evaporated under reduced pressure, and thereto were added brine and ammonium sulfate. The mixture was extracted with ethyl acetate 5 times, and the combined organic layer was dried over sodium sulfate. The insoluble materials were filtered off, and the filtrate was evaporated under reduced pressure to give crude 4,6-dichloro-1-(β-D-gluco-pyranosyl)indoline, which was used in the subsequent step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935674B2
Source datasetuspto-grants-2011_05
ORD IDord-0a36bfbe0868476f83a030ff3e05d35d
Source noteuspto-grants-2011_05