Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 22872725 | HCID 22872725 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10911826 | HCID 10911826 | 99% |
Reaction Steps
Next, acetic anhydride (23.6 ml, 0.25 mole) and sulfuric acid (0.13 ml) were added to stirred 5-(R)-hydroxy-1-benzyloxy-2-hexyne (34 g, 0.17 mole), prepared above, at 25° C., and the reaction was heated to 60° C. for 20 hours. Water (100 ml) was added, followed by solid sodium bicarbonate (33 g, 0.40 mole) in portions. The reaction mixture was extracted with ethyl acetate (80 ml), the solvent dried (magnesium sulfate) and evaporated to afford 5-(R)-acetoxy-1-benzyloxy-2-hexyne (41.1 g, 99% yield) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05629423 |
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| Source dataset | uspto-grants-1997_05 |
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| ORD ID | ord-88bac824526949e1938942e7a7bb1d07 |
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| Source note | uspto-grants-1997_05 |
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