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CAS No. : | 58267-85-9 | MDL No. : | MFCD04117938 |
Formula : | C7H7BrO2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 235.10 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
87% | Stage #1: With n-butyllithium In diethyl ether; hexane at -78℃; for 0.333333 h; Stage #2: With iodine In diethyl ether; hexane at 20℃; for 0.333333 h; Stage #3: With hydrogenchloride In diethyl ether; hexane; water |
A solution of 2-(4-bromothien-2-yl)- 1,3-dioxolane (8.02 g, 34 mmol) in ether (150 mL, anhydrous) was cooled to -78 followed by the dropwise addition of 2.5 M n-BuLi in hexanes (16.3 mL, 41 mmol). The reaction was stirred for 20 minutes. A solution of iodine (8.64 g, 34 mmol) in ether (50 mL, anhydrous) was added dropwise resulting in a red solution upon addition of the last drop. The reaction was warmed to room temperature and stirred for 20 minutes. IN HCl (100 mL) was added and the reaction was stirred overnight. The reaction mixture was diluted with EtOAc and partitioned with water. Drying (MgS04) and removal of solvent gave a yellow oil (7.0 g, 87percent). H NMR (300 MHz, DMSO-D6) 5 ppm 8.10 (d, J=1.32 Hz, 1 H) 8.33 (t, J=1.22 Hz, 1 H) 9.90 (d, J=1.32 Hz, 1 H). |