HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dibromoethane → Methyl 1-(3-bromophenyl)cyclopropane-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dibromoethane | HCID 7839 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methyl 2-(3-bromophenyl)acetate | HCID 11746402 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 1-(3-bromophenyl)cyclopropane-1-carboxylate | HCID 58762755 | — |
Reaktionsschritte
A solution of (3-Bromo-phenyl)-acetic acid methyl ester (4.54 g, 20 mmol) dissolved in dry THF (10 mL) was added dropwise to suspension of NaH (95% dry, 1.05 g, 44 mmol) in DMF (40 mL) and THF (10 mL), under a nitrogen atmosphere, at 0° C. After 30 min, gas evolution ceased, and 1,2-dibromoethane (3.79 mL, 44 mmol) was added dropwise over 20 min. The resulting mixture was stirred for 1 h, then quenched with 1N HCl, extracted with ether, washed with brine, dried over MgSO4, and stripped of solvent. The resulting oil was distilled under high vacuum. The product was collected between 95° C. and 105° C. Yield 2 g, 39%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07148226B2 |
| Quelldatensatz | uspto-grants-2006_12 |
| ORD ID | ord-cade5ce11673478f85747444370f5d82 |
| Quellennotiz | uspto-grants-2006_12 |