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CAS No. : | 629-04-9 | MDL No. : | MFCD00000273 |
Formula : | C7H15Br | Boiling Point : | - |
Linear Structure Formula : | CH3(CH2)6Br | InChI Key : | LSXKDWGTSHCFPP-UHFFFAOYSA-N |
M.W : | 179.10 | Pubchem ID : | 12369 |
Synonyms : |
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Signal Word: | Danger | Class: | 3 |
Precautionary Statements: | P261-P280 | UN#: | 1993 |
Hazard Statements: | H225-H411 | 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 |
---|---|---|
(a) Preparation of 7-(1-adamantyl)-6-heptyloxy-2-bromonaphthalene Following the procedure of Example 8(b), but reacting 3.4 g (9.5 mmol) of 3-(1-adamantyl)-6-bromo-2-naphthol with 2.05 g (11.4 mmol) of 1-bromoheptane, 3.4 g (79%) of 7-(1-adamantyl)-6-heptyloxy-2-bromonaphthalene were obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | 0.134 g Magnesium (5.54 mmol) and THF (5.5 ml) were stirred under an argon atmosphere.0.87 ml 1-Bromoheptane (4.85 mmol) was added and the reaction vessel was flushed with argon. The reaction was stirred for 1 h at room temperature and afterwards added to a solution of N-methoxy-N-methylchloroacetamide (0.500 g, 3.69 mmol) in toluene (5 ml) and THF (10 ml) at 0°C. The mixture was stirred at room temperature for 1.5 h. To this solution was added cold 2M HCl (5 ml) and the layers were separated. The aqueous phase was extracted with n-hexane (3x50ml). The combined organic layers were washed with Brine solution (3x50ml), dried over anhydrous MgSO4 and filtered. The solvent was evaporated and the product was purified by column chromatography on silica gel using hexane/ethyl acetate (9:1). The product was obtained as a yellow oil (m = 0.480 g, 74 percent). Rf = 0.65 (hexane/ethyl acetate 9:1). 1H-NMR (CDCl3 400.13 MHz) delta (ppm): 0.87 (m, 3H, -CH3), 1.23-1.32 (m, 8H, (-CH2)4), 1.61 (m, 2H, -CH2-CH2-CO), 2.57 (m, 2H, -CH2-CH2-CO), 4:06 (s, 2H, - CH2-Cl). 13C-NMR (CDCl3 100.26 MHz) delta (ppm): 14.1 (-CH3), 22.7, 23.7, 29.1, 29.2, 31.7, 39.8 (6 x CH2), 48.3 (-CH2-Cl), 202.9 (=CO). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With potassium carbonate; In acetone;Reflux; | General procedure: Briefly, a mixture of imidazole (100 mmol), alkyl bromide (100 mmol) and K2CO3 (200 mmol) inacetone (200 mL) was refluxed overnight. Upon filtration and solvent removal, the remaining residuewas subjected to flash chromatography with ethyl acetate to produce >90percent yield. |