Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Reactant | Sodium Ascorbate | HCID 23667548 | — |
| Reactant | HCID 58124950 | HCID 58124950 | — |
| Reactant | HCID 178420222 | HCID 178420222 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58124802 | HCID 58124802 | — |
Reaction Steps
In a microwave tube were mixed 52 mg of azide 20c, 10 ul of 3-butyn-1-ol, 2 ml of water, 2 ml of ethanol, 3.5 mg of CuSO4, 11 mg of sodium ascorbate and 11 mg of tris(benzyltriazolylmethyl)amine. The mixture was heated at 100° C. for 30 min., and then cooled and diluted with water. The product was extracted into ethyl acetate. The organic layer was washed, dried and concentrated, and the residue was purified by silicagel chromatography (using a gradient of heptane/ethyl acetate as eluent), and provided 29 mg of product 20d. LCMS-ESI: [M+1] 564.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431564B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-3bd7cba84e15423db9a03ee03c67e893 |
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| Source note | uspto-grants-2013_04 |
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