Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 2-Bromoethyl ethyl ether | HCID 61141 | — |
| Reactant | HCID 67273355 | HCID 67273355 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 2-Oxopropiononitrile | HCID 69430 | — |
| Product | HCID 67273517 | HCID 67273517 | 74% |
Reaction Steps
To 500 mg (1.41 mmol) of 2-cyclopent-1-enyl-4-triisopropylsilyloxy-1H-indole (14d step 1) in 5 mL AcCN was added 255 mg (1.68 mmol, 1.2 eq) of CsF and 479 μL (4.23 mmol, 3 eq) 2-bromoethylethyl ether. The reaction was heated at 60° C. overnight then cooled to rt, diluted with CH2Cl2 and filtered through celite and concentrated. The residue was partitioned between ether and H2O, the ether layer was then washed with aqueous NaCl solution, dried (MgSO4), and concentrated under vacuum to yield 282 mg (74%) of 2-cyclopent-1-enyl-4-(2-ethoxy-ethoxy)-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716493B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-1fc66664e78d43e88bfc39b0b1ba3586 |
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| Source note | uspto-grants-2014_05 |
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