Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 131729663 | HCID 131729663 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131729666 | HCID 131729666 | 74.5% |
Reaction Steps
Under an argon atmosphere, water and sodium hydrogen carbonate (0.98 g) were added to 3-O-butylglyceryl ascorbic acid (3.56 g) obtained in Example 6, and the mixture was stirred at room temperature for 30 minutes. To the mixture, allyl bromide (1.68 g) was added, and the resultant mixture was heated up to 60° C. and stirred for 5 hours, followed by extraction with ethyl acetate. Then, the extracted liquid was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and 3.53 g of the resultant residue was subjected to silica gel column chromatography. Elution was performed with chloroform/methanol/water(volume ratio:30/3/0.3), and concentration was performed under reduced pressure to obtain to obtain 3-O-butylglyceryl-2-O-allyl ascorbic acid (3.00 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-e090347ee73742eea8f27c5b536df956 |
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| Source note | uspto-grants-2012_04 |
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