HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 2-(4-benzyloxy-3-methoxyphenyl)-1-(6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)ethan-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Diethyl cyanophosphonate | HCID 76257 | — |
| Edukt | 4-Benzyloxy-3-methoxyphenylacetic Acid | HCID 297964 | — |
| Edukt | 4,5,6,7-Tetrahydrofuro[3,2-c]pyridine hydrochloride | HCID 19599941 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-(4-benzyloxy-3-methoxyphenyl)-1-(6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)ethan-1-one | HCID 19600028 | — |
Reaktionsschritte
To a solution of 0.160 g (1.000 mmol) of 4,5,6,7-tetrahydrofuro[3,2-c]pyridine hydrochloride, 0.33 g (1.2 mmol) of 4-benzyloxy-3-methoxyphenylacetic acid and 0.55 ml (4.0 mmol) of triethylamine in 30 ml of dichloromethane, 0.24 g (1.5 mmol) of diethyl cyanophosphonate was added dropwise under ice-cooling, followed by overnight stirring at room temperature. The reaction mixture was poured into water and extracted with dichloromethane 2 times. The combined organic layer was washed with water and dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=3/1 to 2/1) to yield the desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05998433 |
| Quelldatensatz | uspto-grants-1999_12 |
| ORD ID | ord-1367d019ec11495db34334c812ff3cab |
| Quellennotiz | uspto-grants-1999_12 |