Pyridine, 4-bromo-2,6-diethyl-4-Bromo-2,6-diethyl-pyridine
4-Bromo-2,6-diethyl-pyridine
CAS: 877133-54-5
Molecular Formula: C9H12BrN
Pyridine, 4-bromo-2,6-diethyl-4-Bromo-2,6-diethyl-pyridine - Names and Identifiers
| Name | 4-Bromo-2,6-diethyl-pyridine |
| Synonyms | 4-Bromo-2,6-diethyl-pyridine Pyridine, 4-bromo-2,6-diethyl- Pyridine, 4-bromo-2,6-diethyl-4-Bromo-2,6-diethyl-pyridine |
| CAS | 877133-54-5 |
Pyridine, 4-bromo-2,6-diethyl-4-Bromo-2,6-diethyl-pyridine - Physico-chemical Properties
| Molecular Formula | C9H12BrN |
| Molar Mass | 214.1 |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Pyridine, 4-bromo-2,6-diethyl-4-Bromo-2,6-diethyl-pyridine - Reference Information
| Application | 4-bromo-2, 6-diethylpyridine is an organic intermediate, it can be prepared in two steps from acetone dicarboxylic acid and propionic anhydride as starting materials. |
| preparation | preparation of acetone dicarboxylic acid (Aldrich,165115)(60g,0.41mol) was rapidly added to propionic anhydride (Aldrich,240311)(1.3 ML, mol) containing concentrated sulfuric acid (2ml), the reaction mixture was heated and stirred at 100 °c for 30 minutes. The solution was rapidly cooled in an ice-salt mixture, and the reaction was added to ice water (500ml), stirred and immediately filtered, just when a white solid mass formed. The product was air dried and placed in a 3L flask and treated with aqueous 10% sodium carbonate (ml). The resulting paste was stirred with a Stir bar and heated at 100 °c for 30 minutes. Carbon dioxide was evolved and a pale yellow solution was obtained, which was heated at 85-90 °c for a further 80 minutes. The solution was cooled and acidified with aqueous 30% acetic acid until no more carbon dioxide was evolved. The white precipitate was filtered, washed with water, air dried and then added to concentrated hydrochloric acid (120ml) in a 2L round bottom flask and the mixture was heated to reflux for 4 hours. The solution was cooled on ice and neutralized by adding it to a stirred solution of sodium carbonate (115g) in water (about 500ml). The neutral solution was thoroughly extracted with EtOAc. The extract was dried and the solvent removed to provide the product 2, 6-diethyl-4-pyrone as a brown oil. The above product was dissolved in 28% NH3 (10 eq) in H2O and the reaction was heated at 50 °c overnight. The next morning, the solvent was completely removed to yield the title compound as a brown oil. Step 2, 4-bromo-2, 6-diethylpyridine 2, 6-diethyl-pyridin-4-ol (4G, 26.45mol) was dissolved in CHCl3 (40ml). And PBr5 (11.43g,26.45mmol). The reaction was heated at 60 °c for 1 H and CHCl3 was evaporated. The residue was heated at 120 °c for 8 hours. After cooling, the reaction mixture was carefully added to a solution made up of water (500ml) and NaOH particles (45g), followed by extraction with 3x EtOAc(100ml). The combined organic layers were dried over sodium sulfate and concentrated to a brown oil, which was purified via a short plug of silica gel using 10% EtOAc/hexane (X ML). |
Last Update：2024-04-09 02:00:02
Supplier List
Product Name: 4-Bromo-2,6-diethyl-pyridine Visit Supplier Webpage Request for quotation
CAS: 877133-54-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
CAS: 877133-54-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Product Name: 4-Bromo-2,6-diethyl-pyridine Visit Supplier Webpage Request for quotation
CAS: 877133-54-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
CAS: 877133-54-5
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History