HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(4'-Methoxybiphenyl-3-yloxy)-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | 3-(4-Methoxyphenyl)phenol | HCID 10285870 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4'-Methoxybiphenyl-3-yloxy)-benzaldehyde | HCID 59302960 | 67.4% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 56 (1.20 g, 6.0 mmol) and 4-fluorobenzaldehyde (745 mg, 6.0 mmol) in DMF (25 mL) was added cesium carbonate (3.90 g, 12.0 mmol). After stirring for 1 h at 100° C., the product was partitioned between ethyl acetate (100 mL) and water (100 mL). The organic layer was washed with water (100 mL), brine (100 mL), dried (MgSO4), filtered and concentrated in vacuo. The crude product was dissolved in dichloromethane and adsorbed onto silica gel and purified by flash chromatography using hexanes-ethyl acetate (6:1) to yield 57 (1.23 g, 67%) as a white solid after solvent removal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07407978B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-7c5a33ebe3e0449e98dbf3b346a07cb5 |
| Source note | uspto-grants-2008_08 |