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2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one synthesis

3synthesis methods
-

Yield: 66%

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at 0 - 20; for 1.16667 h;Inert atmosphere;

Steps:

9 Synthesis of 2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one
[0330] To a stirred solution of chlorobenzene (1 g, 4 mmol) in CH2C12 (9 mL) at 0 °C under an argon atmosphere were added aluminum trichloride (986 mg, 9 mmol) and 2- bromo-2-methylpropanoyl bromide (586 mg, 5 mmol). The reaction mixture was stirred at 0°C for 10 mm. Then the reaction mixture was warmed to room temperature for 1 h. After consumption of the starting material (monitored by TLC), the reaction mixture was diluted with ice cold water (50 mL) and extracted with CH2C12 (2 x 50 mL). The combined organic extracts were washed with a saturated sodium bicarbonate solution (50 mL), dried over sodium sulfate, filtered and concentrated in vacuo to obtain 2-bromo-1-(4-chlorophenyl)-2- methylpropan-1-one Example 9 (750 mg, 66%) as a brown solid used in the next step without further purification. ‘H NMR (CDC13, 500 MHz): 8.13 (d, 2H), 7.41 (d, 2H), 2.01 (s, 6H); TLC: 5% EtOAc/ hexane (Rj: 0.7).

References:

FORUM PHARMACEUTICALS INC.;BURNETT, Duane, A.;BURSAVICH, Matthew, Gregory;HARRISON, Bryce, Alden WO2017/31325, 2017, A1 Location in patent:Paragraph 0330