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CAS No. : | 20366-59-0 | MDL No. : | MFCD17012226 |
Formula : | C11H9Br | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 221.10 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-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 |
---|---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether 2: (i) (bromination), (ii) LiAlH4, THF |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | To a mixture of l,5-<strong>[7351-74-8]dibromonaphthalene</strong> (1.00 g, 3.50 mmol, 1.00 eq) in THF (10.0 mL) was added n-BuLi (2.5 M, 1.82 mL, 1.3 eq) in portion at -78 C under N2. The mixture was stirred at -78 C for 30 min, then CH3I (4.58 g, 32.3 mmol, 2.01 mL, 9.23 eq) was added dropwise and warmed to 25 C and stirred for 1 hour. The reaction mixture was quenched with water (15.0 mL), then extracted with ethyl acetate(30.0 mL c 3). The combined organic layers were washed with brine (50.0 mL c 1), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate- 1/0 to 10/1). Compound l-bromo-5-methy 1-naphthalene (450 mg, 2.01 mmol, 58% yield) was obtained as a yellow solid. (0629) [0366] NMR (400MHz, chloroform-d) d = 8.15 (d, J= 8.4 Hz, 1H), 7.99 (d, J= 8.4 Hz, 1H), 7.81 (dd, J= 0.8, 7.2 Hz, 1H), 7.49 (dd, J= 7.2, 8.8 Hz, III), 7.41 - 7.33 (m, 2H), 2.72 (s, 3H). |