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CAS No. : | 36603-49-3 | MDL No. : | MFCD00091551 |
Formula : | C11H13BrO2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | MXDQGXMBJCGRCB-UHFFFAOYSA-N |
M.W : | 257.12 | Pubchem ID : | 4646436 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
74% | Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5 h; Stage #2: at -78 - 20℃; for 2.5 h; |
Compound 11 (2-(4-bromophenoxy)tetrahydro-2H-pyran,10.7 g, 41.6 mmol) dissolved in THF (220.0 mL, 20 mL/g)After cooling to -78 ° C, slowly dropping n-butyl lithium(21.6 mL, 54.1 mmol, 2.5 M hexane solution),It was stirred at -78 ° C for 30 minutes.Slowly drip 2-isopropoxy-4,4,5,5-tetramethyl- in the mixed solution1,3,2-dioxaborolane 12 (2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 11.0 mL, 54.1 mmol).Then, the obtained reactant is heated from -78 ° C to room temperature.And further stirred for 2.5 hours.The reaction was quenched by the addition of a saturated ammonium chloride solution.The organic layer is separated by an organic solvent,The organic layer was dried over anhydrous sodium sulfate and filtered and evaporated.The residue was concentrated to silica gel column chromatography (hexane:EtOAc = 10:1)Purification was carried out to give a white solid compound 13 (9.4 g, yield: 74percent). |
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