Application of 108-37-2,Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To stirred solution of 3-Bromochlorobenzene (0.50 g, 2.61 mmol) and 1- Cyclopentyl-2-propen-1-ol (1.5 eq, 0.49 g, 3. 88 mmol) in anhydrous N-methylpyrrolidinone (3.0 mL), under argon at room temperature, was added sodium bicarbonate (1.2 eq, 0.26 g, 3.10 mmol) followed by dichlorobis (triphenylphosphine) palladium (II) (0.02 eq, 36. 7 mg, 0.05 mmol). The resulting mixture was heated to 140 C in an oil bath and maintained for 4 hours. The resulting reaction mixture was cooled to room temperature and poured into water (50 mL), and extracted with EtOAc (2 X 25 mL). The organics were washed with water (50 mL) and brine (50 mL) then dried over Na2S04, filtered and concentrated. The crude residue was purified by flash chromatography (1% through 10% EtOAc in Hexanes) to yield the intermediate ketone as a slightly yellow oil (0.49 g, 79%). 1H NMR (CDCl3) : 81. 45-1.87 (m, 8H), 2.70-2. 95 (m, 5H), 7.07 (d, J= 7.0 Hz, 1H), 7.10-7. 25 (m, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chlorobenzene, its application will become more common.
Reference:
Patent; PFIZER INC.; WO2003/95441; (2003); A1;,
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