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CAS No. : | 14425-64-0 | MDL No. : | MFCD07369786 |
Formula : | C9H11BrO | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | OXHPTABOQVHKLN-UHFFFAOYSA-N |
M.W : | 215.09 | Pubchem ID : | 84427 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P270-P301+P312+P330-P501 | UN#: | |
Hazard Statements: | H302 | 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 |
---|---|---|
40% | A solution of 4-methoxyphenethyl bromide (0.20 g, 0.93 mmol) and dimethylamine (2.0 M in THF, 2 ml) was stirred in a sealed-tube at rt for 18 h. The reaction mixture was concentrated in vacuo and re-dissolved in dichloromethane (2 ml). After cooling to 0 C., boron tribromide (1.0 M in hexane, 1.00 ml) was added dropwise, and the solution was stirred at this temperature for 10 min. Water (20 ml) was added dropwise and the mixture was stirred for further 30 min. After warming to rt, the reaction mixture was extracted with dichloromethane (3×20 ml). The combined organic layers were washed with brine (30 ml), dried over sodium sulfate, and then concentrated in vacuo. Purification by flash chromatography on silica (aqueous ammonia solution/methanol/dichloromethane, 5:20:75) afforded the titled compound as a white solid (61 mg, 40%).1H NMR (400 MHz; CD4OD) 2.31 (6H, s), 2.54 (2H, m, CH2), 2.65 (2H, m, CH2), 6.67 (2H, d, J 8.4 Hz, Ph-H), 6.99 (2H, d, J 8.4 Hz, Ph-H);13C NMR (100 MHz; CD4OD) 34.5, 46.1, 63.5, 117.2, 131.4 and 132.3, 157.8;m/z (+ES) 166 (100, MH+). |
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