HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 86713708, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Trifluoromethylphenol | HCID 67958 | — |
| Reactant | 2-Bromocyclobutan-1-one | HCID 12578975 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 86713708 | HCID 86713708 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of 2-(trifluoromethyl)phenol (2.72 g, 16.8 mmol) in acetone (147 mL) at 0° C. was treated with cesium carbonate (5.47 g, 16.8 mmol), followed by drop-wise addition of C3 (2.5 g, 16.8 mmol). The mixture was stirred at 0° C. for 1.5 hours, filtered through Celite, and concentrated in vacuo to afford the title compound as a colorless oil. Yield: 3.5 g, 15 mmol, 89%. 1H NMR (400 MHz, CDCl3) δ 7.56 (br d, J=7.7 Hz, 1H), 7.45-7.50 (m, 1H), 7.14 (d, J=8.3 Hz, 1H), 7.07 (br dd, J=7.6, 7.6 Hz, 1H), 5.31-5.37 (m, 1H), 2.92-3.00 (m, 2H), 2.55-2.66 (m, 1H), 2.19-2.30 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193726B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-5ef4a0f9d76b42f3ae9e7d4ebb679129 |
| Source note | uspto-grants-2015_11 |