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ChemicalBook CAS DataBase List 2-BROMO-3-FLUOROBENZALDEHYDE
149947-15-9

2-BROMO-3-FLUOROBENZALDEHYDE synthesis

5synthesis methods
261723-32-4 Synthesis
(3-bromo-2-fluorophenyl)methanol

261723-32-4
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Yield:149947-15-9 83%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 45;

Steps:

21.20.1 Example 21.20
To a solution of (3-bromo-2-fluoro-phenyl)methanol (2.750 g, 13.413 mmol) in dichloromethane (50 mL) was added manganese dioxide (9.32 g, 107.31 mmol) and the resulting mixture was stirred at 45°C overnight. Once complete, the reaction was filtered through diatomaceous earth and washed with dichloromethane to obtain 3-bromo-2-fluoro-benzaldehyde as a white solid (2.24 g, 83%). lU NMR (400 MHz, DMSO-i ) δ 10.19 (dt, = 1.3, 0.7 Hz, 1H), 8.05 (tdd, = 6.8, 3.1, 1.5 Hz, 1H), 7.85 (ddt, = 7.9, 6.4, 1.5 Hz, 1H), 7.37 (tdt, = 7.8, 1.6, 0.8 Hz, 1H).

References:

F. HOFFMANN-LA ROCHE AG;GENENTECH, INC.;YU, Jiang;WU, Guosheng;YUEN, Po-Wai;VILLEMURE, Elisia;SCHWARZ, Jacob;LY, Cuong;SELLERS, Benjamin;VOLGRAF, Matthew WO2015/52226, 2015, A1 Location in patent:Paragraph 0379

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