HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 13861691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 3,5-Bis{[tert-butyl(dimethyl)silyl]oxy}-2-fluorobenzaldehyde | HCID 13861690 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13861691 | HCID 13861691 | 60% |
Reaction Steps
A mixture of the 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-fluoro-benzaldehyde (3.0 g, 7.8 mmol) obtained in Example 251.1, potassium fluoride (1.81 g, 31.2 mmol), methyl iodide (1.17 ml, 18.7 mmol) and DMF (25 ml) was stirred for 2 h. at room temperature. Water (25 ml) was added and the mixture was extracted with diethyl ether. The organic phase was washed with water, dried, filtered and concentrated. The residue was purified by chromatography (SiO2, cyclohexane/EtOAc 18:1=>1:1). There was obtained 0.87 g (60%) of 2-fluoro-3,5-dimethoxy-benzaldehyde as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476264B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-ac1f107763c64cdda82b8d6767f2fbff |
| Source note | uspto-grants-2002_11 |