HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl diazoacetate → 3-Fluorobenzyloxyacetic Acid Ethyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl diazoacetate | HCID 12192 | — |
| Edukt | 3-Fluorobenzylic alcohol | HCID 68008 | — |
| Katalysator | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Heptane | HCID 8900 | — |
| Produkt | 3-Fluorobenzyloxyacetic Acid Ethyl Ester | HCID 68568980 | 98,4% |
Reaktionsschritte
To a solution of 3-fluorobenzyl alcohol (1.12 g, 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 30 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 1.88 g of the product 392. 1H NMR (CDCl3) δ 7.30 (m, 1H), 7.12 (m, 2H), 6.99 (dt, 1H), 4.63 (s, 2H), 4.28 (q, 2H), 4.11 (s, 2H), 1.30 (t, 3H); MS: m/z 213 (M++1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741493B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-52c62f128a3b467eb67019dd18fc66bf |
| Quellennotiz | uspto-grants-2010_06 |