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CAS No. : | 1097803-59-2 | MDL No. : | MFCD11642525 |
Formula : | C9H7BrOS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SENLCBPDEOSXHY-UHFFFAOYSA-N |
M.W : | 243.12 | Pubchem ID : | 43345309 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P302+P352-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
10%; 46%; 15% | 8-Bromothiochroman-4-one. Into a round bottom flask kept at 0 C., AlCl3 (2.01 g, 15.1 mmol) and 9 mL of CH2Cl2 were added. The reaction system was put under nitrogen and stirred for about 7 minutes before adding 2 mL of a CH2Cl2 solution of thiochroman-4-one (1.24 g, 7.54 mmol). After the reaction mixture was stirred for almost 10 minutes, 4 mL of a CH2Cl2 solution of Br2 (1.28 g, 7.98 mmol) were added during a 30-minute period and, the reaction mixture was stirred at 0 C. for 4 h. At the end of this period of time, the reaction mixture was poured into 50 mL of ice-water and, the product was extracted 3 times from the aqueous phase with EtOAc. The resultant organic phase was washed once with brine and dried under Na2SO4. After the crude reaction mixture was purified by flash chromatography (20% EtOAc/80% hex), 1.34 g of a mixture of 6-bromide (63% pure, 46% yield), 8-bromide (20% pure, 15% yield), and 6,8-dibromo (17% pure, 10% yield) was obtained.8-Bromo-thiocroman-4-one: 1H NMR (300 MHz, CDCl3, δ): 8.07 (ddd, J=7.9, 1.4, 0.7, ArH, 1H), 7.63 (ddd, J=7.7, 1.4, 0.7, ArH, 1H), 7.03 (td, J=7.9, 0.7, ArH, 1H), 3.22 (m, CH2, 2H), 2.93 (m, CH2, 2H). |