Structure
| TCI Product No. : | B3311 | |||||||||
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| Stock Status : |
Status at 03:00 a.m. on Feb 06, 2012 (IST) * Items available from stock in Japan will be delivered in 7 business days |
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| Purity / Analysis Method : | >98.0%(T) | |||||||||
| Storage : | Freezer | |||||||||
| M.F. / M.W. : | C2H6Br2S=221.94 | |||||||||
| CAS Number : | 50450-21-0 | |||||||||
| Related CAS Number : | ||||||||||
| MDL Number : |
| mp : | 82 °C |
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Beckmann Rearrangement Typical Procedure: To a solution of ketoxime (1 mmol) in CH3CN (3 mL), bromodimethylsulfonium bromide (12 mol%) and ZnCl2 (12 mol%) are added at room temperature and the reaction mixture is heated at reflux for 1-5 h. After completion of the reaction, as indicated by TLC, it is quenched with sat. aq. NaHCO3 (10 mL). The organic layer is extracted with EtOAc (3 × 10 mL), dried over anhydrous MgSO4, and concentrated in vacuo to yield the crude product, which is purified by silica gel column chromatography (EtOAc—hexane) to give the corresponding amide. A Useful Brominating Reagent Typical Procedure(alpha-Bromination of beta-keto esters and 1,3-diketones): Bromodimethylsulfonium bromide (0.278 g, 1.25 mmol) is added to a stirred solution of beta-keto ester or 1,3-diketone (1 mmol) in CH2Cl2 (5 mL) at 0–5 °C or room temperature. After 20 min, the reaction mixture is washed with water (10 mL × 2) and extracted with CH2Cl2 (10 mL × 2). The organic layers are combined and dried over anhydrous Na2SO4, and solvents are removed by evaporation in a rotary evaporator to get the crude product. |
| UNNo. : | 3261 |
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| Class : | 8 |
| PG : | III |
| Related Categories : |
Synthetic Organic Chemistry
Halogenation
Bromination
Structure of Chemicals Iodonium Sulfonium & Oxonium Compounds Sulfonium Compounds |
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