HuagongsheHuagongshe Chemistry Print Report · For research reference only
Vanillin → 4-[(2-fluorobenzyl)oxy]-3-methoxybenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Vanillin | HCID 1183 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[(2-fluorobenzyl)oxy]-3-methoxybenzaldehyde | HCID 735458 | 99.5% |
Reaction Steps
0.5M solution of 1-bromomethyl-2-fluoro-benzene (1.5 mg, 8 mmol) in DMF was added dropwise to a suspension of 3-methoxy-4-hydroxy-benzaldehyde (1.1 g, 7.3 mmol), K2CO3 (1.51 g, 11 mmol) and KI (120 mg, 7.3 mmol) in DMF (100 ml). The reaction mixture was treated as described in Example 4. The residue was purified on silica gel, obtaining 1.89 g (quantitative yield) of the title compound, yield 100%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07411091B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-73d9aac700084d7caf32eb5a268a945d |
| Source note | uspto-grants-2008_08 |