HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-{[6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenyl]oxy}benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | 6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenol | HCID 68534734 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenyl]oxy}benzaldehyde | HCID 86087041 | 80% |
Reaction Steps
6-(Methyloxy)-3-pentyl-2-phenyl-1-naphthalenol (113) (0.41 g, 1.28 mmol) and 4-fluorobenzaldehyde was heated with Cs2CO3 in DMF at 100° C. to give 0.44 g (80%) of the title compound (114) as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.78 (t, J=6.8 Hz, 3H), 1.10-1.25 (m, 4H), 1.40-1.55 (m, 2H), 2.47 (t, J=7.9 Hz, 2H), 3.94 (s, 3H), 6.68 (d, J=8.6 Hz, 2H), 7.05 (dd, J1=9.1 Hz, J2=2.4 Hz, 1H), 7.08-7.14 (m, 2H), 7.18 (d, J=2.4 Hz, 1H), 7.19-7.25 (m, 3H), 7.58-7.64 (m, 3H), 7.67 (d, J=9.1 Hz, 1H), 9.79 (s, 1H). LCMS (ESI): m/z 425 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-1d2f9502deca414b9596f2aa1453c2ce |
| Source note | uspto-grants-2010_01 |