HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl chloroformate → (6-Methyl-pyridin-2-yl)-propynoic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl chloroformate | HCID 10928 | — |
| Edukt | n-Butyl lithium | HCID 61028 | — |
| Edukt | 2-Ethynyl-6-methylpyridine | HCID 13400635 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (6-Methyl-pyridin-2-yl)-propynoic acid ethyl ester | HCID 59700610 | 83% |
Reaktionsschritte
A solution of 2-ethynyl-6-methyl-pyridine (0.5 g, 4.3 mmol) in tetrahydrofuran (20 mL) is cooled to −78° C. and treated with 1.6 M N-butyllithium in hexanes (2.9 mL, 4.7 mmol) and stirred for 0.5 h. This solution is then treated with ethyl chloroformate (2.85 mL, 30 mmol) and stirred for 3 h while the solution warms to room temperature. The reaction is quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The solvent is removed to yield 0.67 g (83%) of desired product as a light yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07087626B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-387ee0643a204a82b0a724a86cb806fb |
| Quellennotiz | uspto-grants-2006_08 |