Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Cyclopenten-1-one | HCID 13588 | — |
| Reactant | HCID 49834556 | HCID 49834556 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 49834557 | HCID 49834557 | — |
Reaction Steps
[Rh(S-BINAP)(nbd)]BF4 (0.03 mmol) and 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoromethyl-phenol (preparation 9) (1.5 mmol) were added to a 25 mL-flask containing a magnetic stir bar and a septum inlet. The flask was flushed with argon. Triethylamine (1.5 mmol) and 2-cyclopenten-1-one (1.0 mmol) dissolved in 1,4-dioxane —H2O (6:1, 3 mL) were then added. The mixture was stirred for 6 h at 25° C. Brine was added, the mixture was extracted with ethyl acetate, and the solvents were removed in vacuo to afford the title compound. 1H NMR (300 MHz, DMSO) δ 10.37 (bs, 1H), 7.45-7.36 (m, 2H), 6.97 (d, 1H), 3.43-3.23 (m, 1H), 2.57-2.44 (m, 1H), 2.37-2.17 (m, 4H), 1.96-1.77 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785494B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-16a95da123764c25af20e042525d3247 |
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| Source note | uspto-grants-2014_07 |
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