HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid → 1-ethyl 1-(tetrahydro-2H-pyran-2-yloxy)cyclopropanecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Edukt | Ethyl 1-hydroxycyclopropane-1-carboxylate | HCID 2733706 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-ethyl 1-(tetrahydro-2H-pyran-2-yloxy)cyclopropanecarboxylate | HCID 90010340 | 87,5% |
Reaktionsschritte
To a solution of ethyl 1-hydroxycyclopropanecarboxylate (1040 mg, 8.000 mmol) and PTSA (137 mg, 0.800 mmol) in DCM (20 mL) was added a solution of DHP (1344 mg, 16.00 mmol) in DCM (10 mL) dropwise at 0° C. The mixture was stirred for 20 h at room temperature. After concentration, the residue was purified by silica gel column chromatography eluting with petroleum ether/ethyl acetate (10/1) to afford the title compound (1500 mg, 85%) as oil. LC-MS (ESI): m/z=215 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09212173B2 |
| Quelldatensatz | uspto-grants-2015_12 |
| ORD ID | ord-63720363da2249dfab3a43238ad45427 |
| Quellennotiz | uspto-grants-2015_12 |