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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753201Generated: October 30, 2026

Toluene → HCID 523407, compound

https://huagongshe.com/reaction/1753201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantChlorotrimethylsilaneHCID 6397—
Reactantdelta-GluconolactoneHCID 7027—
Reactant4-MethylmorpholineHCID 7972—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 523407HCID 523407—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of D-(+)-glucono-1,5-lactone (7.88 kg) and N-methylmorpholine (35.8 kg) in tetrahydrofuran (70 kg) was added trimethylsilyl chloride (29.1 kg) at 40° C. or below, and then the mixture was stirred at a temperature from 30° C. to 40° C. for 2 hours. After the mixture as cooled to 0° C., toluene (34 kg) and water (39 kg) were added thereto. The organic layer was separated and washed with an aqueous solution of 5% sodium dihydrogen phosphate (39.56 kg×2) and water (39 kg×1). The solvent was evaporated under reduced pressure to give the titled compound as an oil. The product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163051B2
Source datasetuspto-grants-2015_10
ORD IDord-83c697707f15438ea0e875c97a50b2fe
Source noteuspto-grants-2015_10