Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Oxirane, 2-propyl- | HCID 13853 | — |
| Reactant | Lithium perchlorate | HCID 23665649 | — |
| Reactant | HCID 59134312 | HCID 59134312 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59134376 | HCID 59134376 | 59% |
Reaction Steps
Under nitrogen stream, 1,2-epoxypentane (71 δL, 0.682 mmol) was added to a solution of (3R*,4S*)-4-amino-7-chloro-2,2,9-trimethyl-3,4-dihydro-2H-pyrano[2,3-g]quinolin-3-ol (100 mg, 0.343 mmol) and lithium perchlorate (36 mg, 0.343 mmol) in dioxane (0.50 mL) at room temperature, and the resulting mixture was stirred at 70° C. for 25 hours. Upon the completion of the reaction, ethyl acetate was added thereto, the resulting reaction solution was washed with saturated sodium hydrogencarbonate aqueous solution and then with saturated sodium chloride aqueous solution, and then dried over magnesium sulfate and concentrated. The resulting mixture was purified by silica gel column (hexane/ethyl acetate=1/1) to obtain the aimed product (yield: 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964623B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-8a4e82689a6e47ac992b3f7886678728 |
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| Source note | uspto-grants-2011_06 |
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