Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | 2,6-Difluoroaniline | HCID 79647 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 28974507 | HCID 28974507 | 14.4% |
Reaction Steps
2,6-difluoroaniline (387 mg, 3 mmol), potassium iodide (996 mg, 6.00 mmol) and [Cp*IrCl2]2 (33.1 mg, 0.030 mmol) were dissolved in 2-methyl-1-propanol (3 mL, 32.4 mmol). The resulting mixture was heated by microwaves to 190° C. for 8 hours. To the reaction mixture was added dichloromethane (10 mL) and water (10 mL) and the organic phase separated (hydrophobic frit). Diethyl ether was added and the solution filtered through a silica cartridge (10 g) eluting with further diethyl ether. The filtrate was evaporated in vacuo, then purified by flash silica (Si) chromatography (using a 0-100% dichloromethane-cyclohexane gradient). The appropriate fractions were combined and concentrated to give the title product (80 mg) as a colourless oil. LCMS (M+1) 186, RT 1.26 mins.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150508B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-8f20612c2f06487289faa40da142dcf3 |
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| Source note | uspto-grants-2015_10 |
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