ChemicalBook CAS DataBase List 4-Bromo-2,6-difluorobenzaldehyde

4-Bromo-2,6-difluorobenzaldehyde synthesis

5synthesis methods

Product Name:4-Bromo-2,6-difluorobenzaldehyde
CAS Number:537013-51-7
Molecular formula:C7H3BrF2O
Molecular Weight:221

4-Bromo-2,6-difluorobenzaldehyde can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly in laboratory research and development process and chemical production process. To a solution of 1-bromo-3,5 difluoro benzene in THF was added LDA at 0-5°C and stirred for 30 min. Then added solution of DMF with THF and again stirred for 3 h at 0-5°C. Quenched the reaction mass in acetic acid at 0°C and extracted with ethyl acetate. The organic layer was concentrated to give 4-Bromo-2,6-difluorobenzaldehyde.

2591-86-8 Synthesis

2591-86-8
294 suppliers
$14.00/5g

461-96-1 Synthesis

461-96-1
474 suppliers
$6.00/10g

537013-51-7
225 suppliers
$10.00/100mg

Yield:537013-51-7 78%

Reaction Conditions:

Stage #1:3,5-difluorobromobenzene with lithium diisopropyl amide in tetrahydrofuran at -70; for 0.5 h;
Stage #2:N-Formylpiperidine at -70 - 0;

Steps:

1.1 4-bromo-2,6-difluorobenzaldehyde (1)
55 ml (0.11 mmol) of 2 M lithium diisopropylamide are added with stirring at -70° C. to a solution of 19.3 g (0.1 mmol) of 1-bromo-3,5-difluorobenzene in 120 ml of dried tetrahydrofuran.After 30 minutes, N-formylpiperidine is added dropwise at this temperature.The mixture is allowed to warm to 0° C. At about 0° C., the reaction mixture is poured into cold water, acidified using 10% HCl and extracted twice with methyl tert-butyl ether.The combined organic phases are washed with water, dried over Na2SO4 and filtered, and the solvent is removed under reduced pressure.The residue is filtered through SiO2 (heptane/dichloromethane 1:1), (yield: 17.6 g, 78%).

References:

Merck Patent GmbH US2004/6235, 2004, A1 Location in patent:Page 11

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162744-59-4 Synthesis