HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Carbon Dioxide → 2,6-Dichloro-4-methoxynicotinic Acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Carbon Dioxide | HCID 280 | — |
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2,6-Dichloro-4-methoxypyridine | HCID 3319993 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2,6-Dichloro-4-methoxynicotinic Acid | HCID 59310097 | 70% |
Reaktionsschritte
To a solution of 4.0 g (22.5 mmol) 2,6-dichloro-4-methoxy-pyridine in THF (20 ml) was added 10.0 ml (2.47 M in hexane, 24.7 mmol) n-butyllithium at −78° C. After stirring for 1 h at −78° C. excess dry ice was added and the mixture was allowed to warm to RT. Then the mixture was acidified with 6N aqueous hydrochlorid acid to pH 3-4 followed by extraction with EtOAc. The organic layer was dried over Na2SO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1) provided 3.5 g (15.8 mmol, 70%) 2,6-dichloro-4-methoxy-pyridine-3-carboxylic acid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08552200B2 |
| Quelldatensatz | uspto-grants-2013_10 |
| ORD ID | ord-5ce397d64be04de7b81f2dd0aaad514a |
| Quellennotiz | uspto-grants-2013_10 |