HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzaldehyde → 4-(Pyrimidin-2-yloxy)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Pyrimidin-2-yloxy)benzaldehyde | HCID 2763562 | 86.1% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Sodium hydride (60% in oil, 1.44 g, 36.00 mmol) was added to a 0° C. solution of 4-hydroxybenzaldehyde (4.40 g, 36.03 mmol) in DMF (16 mL). After stirring for 20 min at 0° C., the mixture was allowed to warm to RT and a solution of 2-chloropyrimidine (4.12 g, 35.97 mmol) in DMF (8 mL) was added. The resulting mixture was heated to 100° C. for 18 h. The solvent was evaporated, the residue was dissolved in ethyl acetate, washed with water and brine, dried (MgSO4), and concentrated to provide 6.20 g (86%) of the title compound. MS 201 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472372B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-1c2e47eea50246cf8188a738a9560cc2 |
| Source note | uspto-grants-2002_10 |