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ChemicalBook CAS DataBase List 4-BROMO-4'-METHOXYBENZOPHENONE

4-BROMO-4'-METHOXYBENZOPHENONE synthesis

12synthesis methods
-

Yield: 77%

Reaction Conditions:

Stage #1:1.4-dibromobenzene with n-butyllithium in tetrahydrofuran;hexane at -78; for 0.5 h;
Stage #2:4-methoxy-benzaldehyde in tetrahydrofuran;hexane

Steps:

Synthesis of intermediate 68
The solution of 1,4-dibromobenzene (1.0 g, 4.24 mmol, 1.0 equiv.) in THF (15 mL) was cooled to -78°C and 2.5M n-BuLi/hexanes (1.7 mL, 4.24 mmol, 1.0 equiv.) was added dropwise. Stirred at -78°C for 30 min, then solution of 4-methoxybenzaldehyde (520 mg, 3.82 mmol, 0.9 equiv.) in THF (10 mL) was added. Stirred for 16h. To the reaction mixture sat. NH4CI sol. was added and suspension was extracted with EtOAc (3 x 35 mL). Combined organic layers were washed with brine, dried over Na2S04 and evaporated. Product was purified by column chromatography (eluent system PE/EtOAc=9:l to 1:1). Yield: 960 mg (77%).

References:

LATVIAN INSTITUTE OF ORGANIC SYNTHESIS;KINENA, Linda;OZOLA, Vita;SUNA, Edgars;LEITIS, Gundars;JIRGENSONS, Aigars;JAUDZEMS, Kristaps;KANEPE-LAPSA, Iveta;DOMRACHEVA, Ilona WO2017/69601, 2017, A1 Location in patent:Page/Page column 34

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