HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl diazoacetate → Ethyl 2-(cyclopropylmethoxy)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl diazoacetate | HCID 12192 | — |
| Edukt | Cyclopropanemethanol | HCID 75644 | — |
| Katalysator | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Heptane | HCID 8900 | — |
| Produkt | Ethyl 2-(cyclopropylmethoxy)acetate | HCID 43119684 | 85,7% |
Reaktionsschritte
To a solution of cyclopropylmethanol (720 mg, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.0 mmol). The reaction mixture is stirred at rt for 5 min. The reaction mixture is diluted with heptane, filtered through Celite, and the filtrate is evaporated and the residue is vacuum distilled at 150° C. to give 1.22 g of the product 462. 1H NMR (CDCl3) δ 4.2 (q, 2H), 4.09 (s, 2H), 3.37 (d, 2H), 1.27 (t, 3H), 1.09 (m, 1H), 0.56-0.51 (m, 2H), 0.25-0.2 (m, 211); MS: m/z 191 (M+)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741493B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-43fbd85eb1b048678a5364b29514bed8 |
| Quellennotiz | uspto-grants-2010_06 |