ChemicalBook CAS DataBase List 2-Bromo-5-fluorobenzaldehyde

2-Bromo-5-fluorobenzaldehyde synthesis

8synthesis methods

Product Name:2-Bromo-5-fluorobenzaldehyde
CAS Number:94569-84-3
Molecular formula:C7H4BrFO
Molecular Weight:203.01

202865-66-5 Synthesis

202865-66-5
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$6.00/1g

94569-84-3
303 suppliers
$16.00/5g

Yield:94569-84-3 92%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 20; for 48 h;

Steps:

6.24
To the solution of (2-bromo-5-fluoro-phenyl)methanol (0.852 g, 4.156 mmol) in DCM (15 ml) was added MnO₂ (4.254 g, 85%, 41.56 mmol). The mixture was stirred at room temperature for two days, and then filtered and washed with DCM. The filtrate was concentrated to afford 777 mg 2-bromo-5-fluoro-benzaldehyde (92% yield). The newly made aldehyde (0.777 g, 3.828 mmol) was then dissolved in anhydrous THF (10 ml) and cooled to 0° C. Trifluoromethyl trimethylsilane (1.13 ml, 7.656 mmol) was added, and followed by tetrabutyl ammonium fluoride (0.020 g, 0.076 mmol). The temperature was then allowed to warm to room temperature. The mixture was stirred for 5 h at room temperature, then diluted with ethyl acetate, washed with water, brine and dried by MgSO₄. The solvent was removed under reduced pressure to give 2-bromo-5-fluoro-phenyl)2,2,2-trifluoro-ethanol, 1.1 g (90% purity) as a crude product, which was used for the next step without further purification.

References:

Jin, Haihong;Shi, Zhi-Cai;Tunoori, Ashok;Wang, Ying;Zhang, Chengmin;Devasagayaraj, Arokiasamy US2008/153852, 2008, A1 Location in patent:Page/Page column 23

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452-63-1 Synthesis