HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[2-(4-Fluoro-phenyl)-6-methoxy-3-methyl-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 | 2-(4-Fluoro-phenyl)-6-methoxy-1-methoxymethoxy-3-methyl-naphthalene | HCID 68537468 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-[2-(4-Fluoro-phenyl)-6-methoxy-3-methyl-naphthalen-1-yloxy]-benzaldehyde | HCID 86616667 | 72% |
Reaction Steps
2-(4-Fluoro-phenyl)-6-methoxy-1-methoxymethoxy-3-methyl-naphthalene (203) (0.31 g, 0.95 mmol), 4 N HCl/Dioxane (5 mL), 4-fluorobenzaldehyde (0.132 mL, 1.23 mmol), Cs2CO3 (0.838 g, 2.57 mmol) and DMSO (3 mL) were reacted as described above to give 0.263 g (72%) of the title compound (204) as oil. 1H NMR (400 MHz, d-CDCl3): δ 2.24 (s, 3H), 3.93 (s, 3H), 6.69 (d, J=8.8 Hz, 2H), 6.92-6.97 (m, 2H), 7.07-7.15 (m, 4H), 7.59-7.68 (m, 4H), 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-6a9956472baa4e8fa075660337a0705d |
| Source note | uspto-grants-2010_01 |