Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromotoluene | HCID 7805 | — |
| Reactant | Ethyl indole-2-carboxylate | HCID 73125 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71567673 | HCID 71567673 | 100.1% |
Reaction Steps
2-Carboethoxy-indole (100 mg, 0.528 mmol, 1.0 eq.) was combined with 4-bromotoluene (0.16 ml, 1.32 mmol, 2.5 eq.) and copper(I) oxide (75.6 mg, 0.528 mmol, 1.0 eq.) in pyridine (0.53 ml, 1M) and heated at 120° C. for 2 hours. The reaction was then cooled to room temperature, diluted with ethyl acetate and filtered through celite. The filtrate was washed twice with water, twice with 1N hydrochloric acid and once with aqueous saturated sodium hydrogen carbonate, filtered through magnesium sulfate and concentrated. The residue was chromatographed on silica gel, eluting with chloroform:hexane (1:2) to give the title A compound (147.6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05466704 |
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| Source dataset | uspto-grants-1995_11 |
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| ORD ID | ord-3c63f5626fbb424e85a20698ba8e1062 |
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| Source note | uspto-grants-1995_11 |
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