Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-keto-L-Gulonic acid | HCID 102424 | — |
| Catalyst | Hexadecyltrimethylammonium chloride | HCID 8154 | — |
| Solvent | Water | HCID 962 | — |
| Product | L-Ascorbic Acid | HCID 54670067 | 94.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05902885 |
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| Source dataset | uspto-grants-1999_05 |
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| ORD ID | ord-e90cdfa9df394b919edf337dd50d4002 |
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| Source note | uspto-grants-1999_05 |
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