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CAS No. : | 1139-52-2 | MDL No. : | MFCD00051598 |
Formula : | C14H21BrO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SSQQUEKFNSJLKX-UHFFFAOYSA-N |
M.W : | 285.22 | Pubchem ID : | 70829 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | 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 |
---|---|---|
95.2% | With potassium carbonate In acetone at 22℃; for 13 h; Heating / reflux | Reference Example 6 4-bromo-2,6-di-tert-butylanisole Under an argon atmosphere, to a solution of 4-bromo-2,6-di-tert-butylphenol (50 g, 0.175 MoL) and potassium carbonate (96.7 g, 4.0 equivalents) in acetone (750 ML) was added dimethyl sulfate (38.6 g, 1.75 equivalents) at 22°C, and the mixture was stirred under reflux for 13 hrs.. Insoluble materials were filtered off and the solvent was evaporated under reduced pressure.. ethyl acetate (150 ML) and water (100 ML) were added, the mixture was partitioned, and the organic layer was washed successively with water (100 ML), 5percent aqueous NaHCO3 solution (100 ML) and 5percent aqueous NaCl solution (100 ML).. The organic layer was dried over anhydrous magnesium sulfate, filtered by gravity, and the filtrate was concentrated under reduced pressure to give the title compound (56.1 g, brown oil).. yield 95.2percent1H-NMR (300MHz, CDCl3, TMS) δ: 1.41 (s, 18H), 3.68 (s, 3H), 7.33 (s, 2H). |
95.2% | With potassium carbonate In acetone at 22℃; for 13 h; Heating / reflux | Reference Example 2 4-Bromo-2,6-di-tert-butylanisole Under argon atmosphere, to a solution of 4-bromo-2,6-di-tert-butylphenol (50 g, 0.175 mol) and potassium carbonate (96.7 g, 4.0 equivalents) in acetone (750 mL) was added dimethyl sulfate (38.6 g, 1.75 equivalents) at 22°C. The mixture was stirred under reflux for 13 hours. Insoluble substances were filtered off and the solvent was distilled off under reduced pressure. By adding ethyl acetate (150 mL) and water (100 mL) to the residue, the reaction mixture was allowed to separate into layers. An organic layer was washed successively with water (100 mL), a 5percent NaHCO3 aqueous solution (100 mL) and a 5percent NaCl aqueous solution (100 mL), dried over anhydrous magnesium sulfate and then naturally filtered. The filtrate was concentrated under reduced pressure to obtain the title compound (56.1 g, brown oil). Yield 95.2percent. 1H-NMR (300 MHz, CDCl3, TMS) δ: 1.41 (s, 18H), 3.68 (s, 3H), 7.33 (s, 2H). |
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