HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698289Generated: November 1, 2026
1-Bromooctane → Glyceryl octyl ascorbic acid
https://huagongshe.com/reaction/1698289
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromooctane | HCID 8140 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Glyceryl ascorbate | HCID 67267795 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Glyceryl octyl ascorbic acid | HCID 54588053 | 61.3% |
Reaction Steps
Under an argon atmosphere, 3-O-glyceryl ascorbic acid (54.1 g) obtained in Example 1 was stirred in DMSO (200 mL), and further, sodium hydrogen carbonate (18.5 g) was added and the mixture was stirred at room temperature for 30 minutes. Thereafter, octyl bromide (63.7 g) was added and the mixture was heated up to 100° C. and stirred for 3 hours, followed by extraction with ethyl acetate. Then, the extracted liquid was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and 131 g of the resultant residue was subjected to silica gel column chromatography. Elution was performed with chloroform/methanol/water(volume ratio:10/3/0.4), and concentration was performed under reduced pressure to obtain 3-O-glyceryl-2-O-octyl ascorbic acid (48.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163939B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-bb3b254aa44549898d5e82008234d856 |
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| Source note | uspto-grants-2012_04 |
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