HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl Ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Ethyl diazoacetate | HCID 12192 | — |
| Edukt | 2-(2-Chlorophenoxy)ethanol | HCID 84933 | — |
| Katalysator | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-[2-(2-Chlorophenoxy)ethoxy]acetic Acid Ethyl Ester | HCID 68570768 | 52,6% |
Reaktionsschritte
To a solution of 2-(2-chlorophenoxy)ethanol (1.73 mL, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (11 mg) followed by ethyl diazoacetate (1.05 mL, 10.0 mmol). The reaction mixture is stirred at rt for 20 min. To the reaction mixture is added MeOH followed by rotary evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (25:75) gives 1.36 g of the product 436. 1H NMR (CDCl3) δ 7.35 (d, 1 H), 7.19 (d, 1 H), 6.95-6.90 (m, 2 H), 4.30 (s, 2 H), 4.25-4.15 (m, 4 H), 4.0 (t, 2 H), 1.2 (t, 3 H); MS: m/z 259 (M++1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741493B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-45a00ca672ec405ca7852abcbc0f4552 |
| Quellennotiz | uspto-grants-2010_06 |