HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Bromo-2,6-difluorobenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 1-Bromo-3,5-difluorobenzene | HCID 136313 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-2,6-difluorobenzaldehyde | HCID 2773290 | 61% |
Reaction Steps
Using analogous reaction condition and reagents as described in Example 20 for the preparation of I-20a above, 1-bromo-3,5-difluoro-benzene (2 g, 2.10.36 mmol) in THF was reacted with DMF (1.43 g, 19.68 mmol), n-butyl lithium (1.56 ml, 12.4 mmol) and diisopropyl amine (0.57 mL, 15.5 mmol) to afford crude product. Purification by column chromatography on silica gel (2% ethyl acetate in hexane) afforded 1.35 g of the product (61% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029399B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-6ce5e0934d0b4caba249adf0162e535d |
| Source note | uspto-grants-2015_05 |