HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | 4-Bromo-2-fluorobenzaldehyde | HCID 143517 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(4-Bromo-2-fluorophenyl)-2-propenoic acid | HCID 688313 | 85% |
Reaction Steps
A mixture of 4-bromo-2-fluorobenzaldehyde (12.4 g, 61 mmol), malonic acid (12.7 g, 122 mmol) and 4-dimethylamino pyridine (0.75 g, 6.1 mmol) in 20 mL of DMF was heated at 100 degrees Celsius for 2 hrs. After cooling, the reaction mixture was diluted with 300 mL water, and filtered. The solid was collected, and triturated in hexane. The solid was collected and dried in vacuum to give 12.7 g (85%) of a white solid. MS: calc'd 243 (M−H), exp 243 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977372B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-bfad1528cb984662ac2c2e3b056a0998 |
| Source note | uspto-grants-2011_07 |