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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075481Generated: October 30, 2026

Acetone → L-Ascorbic Acid

https://huagongshe.com/reaction/1075481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
ReactantTolueneHCID 1140—
Reactant2-keto-L-Gulonic acidHCID 102424—
CatalystHexadecyltrimethylammonium chlorideHCID 8154—
SolventWaterHCID 962—
ProductL-Ascorbic AcidHCID 5467006794.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture solvent of toluene (570 ml) and acetone solution containing 23.5 weight % of hydrogen chloride (65 ml as acetone) was added 2-keto-L-gulonic acid (content 91.2%, water content 8.4%)(100 g). To this solution were further added water (7.7 ml) and trimethylcetylammonium chloride (110 mg)(water content was 1.90 times as much in molar ratio relative to 2-keto-L-gulonic acid). The reaction mixture was stirred for six hours while heating at 60° C., which was then cooled to 20° C. The resultant was poured into water (1 l), and the mixture was stirred, which was then left standing, followed by separating the aqueous layer. To the organic layer was added water (400 ml) for re-extraction. The aqueous layers were combined and subjected to quantitative determination by means of a high performance liquid chromatography to reveal the existence of L-ascorbic acid[78.2 g (yield 94.5%)], while unreacted 2-keto-L-gulonic acid remaining in an amount of 2.7%. The absorbance (E430nm1%) of this aqueous layer was 0.160.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05902885
Source datasetuspto-grants-1999_05
ORD IDord-e90cdfa9df394b919edf337dd50d4002
Source noteuspto-grants-1999_05