A convenient and useful method of preparation of α-bromo enones from the corresponding enones using organic ammonium tribromide (OATB)

Chemistry Letters

Volumn , Issue 4, 2001, Pages 290-291

  Bose, Gopal ^a   Bujar Barua, Pankaj M ^a   Chaudhuri, Mihir K ^a   Kalita, Dipak ^a   Khan, Abu T ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI   (India)

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Indexed keywords

EID: 0035650227     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.290     Document Type: Article

References (15)

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15. 3 (2.07 g, 15 mmol) at 0-5 °C. Stirring is continued for 20 min at the same temperature, and then it is brought slowly to room temperature. The reaction is completed within 40 min as monitored by TLC. Then, the white solid is filtered off and the solid residue was washed with 10 mL of dichloromethane. The combined filtrate is concentrated in rotavapor and the crude product is purified by chromatography on silica gel (60-120 mesh). The compound is eluted with ethyl acetate-hexane mixture(1:9) and the product 4a is obtained as a gummy liquid in 70 % yield (0.564 g). Method B: The compound 4a is also prepared from 3a using TBATB at 0-5 °C following the identical procedure as above.