HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3-Bromobenzyl bromide | HCID 69979 | — |
| Edukt | Benzenepropanoic acid, 4-hydroxy-, methyl ester | HCID 79706 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Methyl 4-[(3-bromophenyl)methoxy]benzenepropanoate | HCID 23136270 | 144% |
Reaktionsschritte
To a solution of methyl 3-(4-hydroxyphenyl)propanoate (0.3 g, 1.67 mmol) in N,N-dimethylformamide (4.0 mL) was added 60% sodium hydride (0.073 g, 1.83 mmol) at 0° C. with stirring, and the mixture was stirred at the same temperature for 15 min. Then, 3-bromobenzylbromide (0.44 g, 1.75 mmol) was added to the mixture at 0° C. with stirring, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was diluted with ethyl acetate and washed with 5% aqueous potassium hydrogensulfate solution and saturated brine. The ethyl acetate layer was dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (0.84 g, yield 72%) as a colorless powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07456218B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-1121fc2544844b9485373f654fe62713 |
| Quellennotiz | uspto-grants-2008_11 |