Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | D-Arabinose | HCID 66308 | — |
| Product | HCID 86660596 | HCID 86660596 | 60% |
Reaction Steps
D-Arabinose (100 g, 666 mmol) and Na2SO4 (100 g, 703 mmol) were suspended in allyl alcohol (1 L, 14.65 mol) at room temperature; to this suspension was added concentrated H2SO4 (10.4 mL, 187 mmol). The reaction was stirred at 85° C. for 12 h, filtered, and the precipitate was washed with allyl alcohol (2 times 300 mL). The combined filtrates were concentrated in vacuo and purified by silica gel flash chromatography (DCM to 4:1 DCM:MeOH) to give 32 as an off-white solid (75 g, 394 mmol, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703723B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-cc42bc4a7f2046819ee098d8894ef1af |
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| Source note | uspto-grants-2014_04 |
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