HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (E)-3-(6-Acetamidopyridin-3-YL)acrylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | 2-Acetamido-5-bromopyridine | HCID 293097 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | (E)-3-(6-Acetamidopyridin-3-YL)acrylic acid | HCID 10703461 | 75.2% |
Reaction Steps
To a mixture of 2-acetamido-5-bromopyridine (240 mg), tri-n-butylamine (456 mg), palladium(II) acetate (0.13 mg) and triphenylphosphine (1.5 mg) in xylene (0.48 ml) was dropwise added acrylic acid (97 mg) at 150° C., and the mixture was stirred for 7 hours at the same temperature. After cooling the mixture, water was added thereto, and the mixture was adjusted to pH4 with hydrochloric acid. The precipitate was collected by filtration, washed with xylene and water, and dried to give (E)-3-(6-acetamidopyridin-3-yl)acrylic acid (173 mg) as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06015818 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-754a4a82512f46fe8d8b16920d0df88e |
| Source note | uspto-grants-2000_01 |