Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Pent-1-ynylaniline | HCID 10931719 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1H-Indole, 2-propyl- | HCID 139415 | 80% |
Reaction Steps
A mixture of 2-pent-1-ynylaniline (0.25 g, 1.57 mmol), copper iodide (30 mg, 0.16 mmol), and N,N-dimethylformamide (6 mL) was heated at 140° C. for 4 hours and concentrated. The crude material was dissolved in diethyl ether, filtered through a layer of CELITE filter aid, and concentrated under reduced pressure. The residue was purified by automated flash chromatography eluting with a gradient of 0-20% ethyl acetate in hexanes to provide 0.20 g of 2-propyl-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138173B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-5aa99a6c879a4598932154468e8b7a77 |
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| Source note | uspto-grants-2012_03 |
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