5-Bromo-2-isobutylbenzonitrile synthesis
- Product Name:5-Bromo-2-isobutylbenzonitrile
- CAS Number:856167-67-4
- Molecular formula:C11H12BrN
- Molecular Weight:238.12
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Yield:856167-67-4 579 mg
Reaction Conditions:
with hydrogen bromide;copper(I) bromide;copper(ll) bromide;sodium nitrite in water;acetonitrile at 20;Cooling with ice;
Steps:
59.3 (3)
5-bromo-2-isobutylbenzonitrile
(3)
5-bromo-2-isobutylbenzonitrile
The compound obtained in the Example 59(2) (447 mg) was dissolved in acetonitrile (7 ml), and 48% hydrobromic acid (0.32 ml) was added to the solution under ice cooling.
Subsequently, sodium nitrite aqueous solution (213 mg of NaNO2 was dissolved in 0.7 ml of water) prepared separately was added, and the resulting mixture was stirred at the same temperature for 30 minutes.
After adding CuBr (74 mg) and CuBr2 (1.15 g), the mixture was warmed to room temperature and was further stirred overnight.
After the addition of diethyl ether and saturated sodium bicarbonate aqueous solution to the reaction solution, the resulting solution was extracted/separated.
The resulting organic layer was washed with saturated brine.
The solvent was evaporated under reduced pressure to obtain the title compound (579 mg) as a colorless oily substance.
References:
US2013/217663,2013,A1 Location in patent:Paragraph 0438
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