HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde dimethyl acetal | HCID 21840804 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde | HCID 21840840 | 70.4% |
Reaction Steps
3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde dimethyl acetal (13.9 g) and 2 M hydrochloric acid (1 ml) are added to a mixture of acetone (30 ml) and water (5 ml), and the mixture is stirred at room temperature for two hours. The mixture is evaporated to remove the acetone, and the remaining aqueous layer is extracted with chloroform. The extract is washed, dried, and concentrated. The residue is purified by silica gel column chromatography (solvent; chloroform:ethyl acetate=4:1) to give 3,4-dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde (8.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05965730 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-d71b43967f4e4db4a96ba6b9f56f5a72 |
| Source note | uspto-grants-1999_10 |