HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Styrene → Ethyl trans-2-phenylcyclopropanecarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Styrene | HCID 7501 | — |
| Edukt | Ethyl diazoacetate | HCID 12192 | — |
| Katalysator | Dirhodium tetraacetate | HCID 152122 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Produkt | Ethyl trans-2-phenylcyclopropanecarboxylate | HCID 252496 | — |
| Produkt | ethyl (1R,2S)-2-phenylcyclopropane-1-carboxylate | HCID 816743 | — |
Reaktionsschritte
To a suspension of styrene (3.00 g) and rhodium(II) acetate dimer (40.0 mg) in 1,2-dichloroethane (29.0 mL), a solution of ethyl diazoacetate (3.03 mL) in 1,2-dichloroethane (29.0 mL) was added over a period of 4 hours and the mixture was stirred at room temperature for 19 hours. The reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography (n-hexane:diethyl ether=20:1) to give ethyl trans-2-phenylcyclopropanecarboxylate as a colorless oil (2.42 g) and ethyl cis-2-phenylcyclopropanecarboxylate as a colorless oil (1.51 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09422240B2 |
| Quelldatensatz | uspto-grants-2016_08 |
| ORD ID | ord-cd51802230054e0eb6a9d8fe7618ce9e |
| Quellennotiz | uspto-grants-2016_08 |