HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 561417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde | HCID 598452 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 561417 | HCID 561417 | 67.2% |
Reaction Steps
To 40 ml of acetonitrile were added 7.3 g of 3-fluoro-4-hydroxy-5-methoxybenzaldehyde, 8.8 g of benzyl bromide, 16.8 g of cesium carbonate and 10 ml of DMF, and the resulting mixture was heated under reflux for 10 hours. Thereafter, the reaction mixture which had been cool to near room temperature was concentrated under reduced pressure. Hydrochloric acid was added to the residue, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and 7.5 g of 4-benzyloxy-3-fluoro-5-methoxybenzaldehyde was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003699B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-675b8dae3bc849cfa30ccd82c63747fb |
| Source note | uspto-grants-2011_08 |