Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 131729663 | HCID 131729663 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 131729662 | HCID 131729662 | 26.2% |
Reaction Steps
Under an argon atmosphere, 3-O-butylglyceryl ascorbic acid (3.06 g) obtained in Example 6 was stirred in DMSO (10 mL), and further, sodium hydrogen carbonate (0.84 g) was added. To the mixture, benzyl bromide (2.06 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 3.52 g of the resultant residue was subjected to silica gel column chromatography. Elution was performed with chloroform/methanol/water(volume ratio:50/3/0.3), and concentration was performed under reduced pressure to obtain 3-O-butylglyceryl-2-O-butyl ascorbic acid (0.95 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-98ee829698b14c6a8aeb9798102b26e1 |
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| Source note | uspto-grants-2012_04 |
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