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Chemical Structure| 41036-98-0 Chemical Structure| 41036-98-0

Structure of 41036-98-0

Chemical Structure| 41036-98-0

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Product Details of [ 41036-98-0 ]

CAS No. :41036-98-0
Formula : C10H10Br2O
M.W : 305.99
SMILES Code : O=C(C1=CC=C(CC)C=C1)C(Br)Br

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Application In Synthesis of [ 41036-98-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 41036-98-0 ]

[ 41036-98-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 937-30-4 ]
  • [ 2632-14-6 ]
  • [ 41036-98-0 ]
YieldReaction ConditionsOperation in experiment
88% With N-Bromosuccinimide; silica gel; In methanol; for 0.266667h;Reflux; General procedure: The alpha-bromination reaction was carried out using acetophenone (1200 mg, 10 mmol), N-bromosuccinimide (2136 mg, 12 mmol), 10% (w/w) silica gel (120mg) in 10 mL of methanol at reflux conditions until the disappearance of the substrate. (Note: 2136mg of N-bromosuccinimide was added portion wise i.e. 356 mg for each time in six portions). The progress of the reaction was monitored by TLC. The reaction mass was filtered after the completion of the reaction as per TLC and the catalyst was collected for reuse. The filtrate was concentrated under vacuum. Double distilled water was added to the reaction mixture and quenched with aqueous sodium thiosulfate and the product extracted with dichloromethane (Caution: Severe burning sensation of eyes was observed during the work-up process). The layers were separated and the organic layer was collected and washed thrice with distilled water (3×50mL). The collected organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The obtained crude product was purified by column chromatography over silica gel (60-120 mesh) using n-hexane-EtOAc (99:1 ratio). With the aim of studying the recycling of the catalyst, the isolated catalyst was washed with ethyl acetate (5mL) after its filtration from the reaction medium, collected and dried in vacuum at 70C to a constant weight. Subsequently it was reused for the alpha-bromination of acetophenone and achieved 95%, 86% and 83% yields of product (2a) for first, second and third reuse of catalyst respectively. All products gave spectroscopic data in agreement with the literature [15,21,27-30]. The method is also very practical for scale up in process development. We attempted large scale (100 gram scale) synthesis of 2-bromo-1-phenylethanone 2a and obtained fruitful results with isolated yields ranging from 93% to 96%.
 

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