HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[6-Methoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalen-1-yloxy]-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | 6-Methoxy-1-methoxymethoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalene | HCID 68537463 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[6-Methoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalen-1-yloxy]-benzaldehyde | HCID 86616668 | 35% |
Reaction Steps
6-Methoxy-1-methoxymethoxy-3-methyl-2-(3-trifluoromethyl-phenyl)-naphthalene (208) (0.35 g, 0.93 mmol), 4 N HCl/Dioxane (5 mL), 4-fluorobenzaldehyde (0.11 mL, 1.02 mmol), Cs2CO3 (0.364 g, 1.12 mmol) and DMF (3 mL) were reacted as described above to give 0.140 g (35%) of the title compound (209) as oil. 1H NMR (400 MHz, d-CDCl3): δ 2.26 (s, 3H), 3.95 (s, 3H), 6.68 (d, J=8.8 Hz, 2H), 7.09 (dd, J1=2.6 Hz, J2=9.2 Hz, 1H), 7.17-7.17 (m, 1H), 7.31-7.39 (m, 2H), 7.44 (s, 1H), 7.48-7.50 (m, 1H), 7.61-7.64 (m, 3H), 7.73 (d, J=9.1 Hz, 1H), 9.80 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-f79e264ebf374536a4d39687e55a33df |
| Source note | uspto-grants-2010_01 |