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CAS No. : | 40173-90-8 | MDL No. : | MFCD07369769 |
Formula : | C10H13BrO2 | Boiling Point : | - |
Linear Structure Formula : | C6H3CH2CH2Br(OCH3)2 | InChI Key : | - |
M.W : | 245.11 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P201-P202-P261-P264-P270-P271-P280-P302+P352-P304+P340-P308+P313-P310-P330-P361-P403+P233-P405-P501 | UN#: | 2811 |
Hazard Statements: | H301-H311-H331-H341 | Packing Group: | Ⅲ |
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 |
---|---|---|
To the solution of 3,4-dimethoxyphenethyl bromide (1.78 g, 7.28 mmol) in anhydrous THF (30 mL), under argon, at -78 C. was added MeLi (6 mL, 1.6M in diethyl ether, 9.6 mmol), the resulting mixture was stirred for 1 hr. A solution of t-BuLi (9 mL, 1.7M in pentane, 15.30 mmol), stirred at -78 C. for another 1 hr, then the solution of commercially available 6,7-dimethoxy-3,4-dihydroisoquinoline (1.67 g, 8.73 mmol) in THF (20 mL) was added with the aid of a syringe. After all the addition, the resulting mixture was stirred at -78 C. for 3 hrs, quenched with satd. aqueous NH4Cl solution and gradually allowed to warm to room temperature and extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered, concentrated and purified with flash chromatography using MeOH (NH3)/CHCl3 gradient to afford the titled compound. M+H=358. |