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ChemicalBook CAS DataBase List 3-Fluoro-2-nitrotoluene

3-Fluoro-2-nitrotoluene synthesis

3synthesis methods
3-Fluoro-2-nitrotoluene is prepared by nitration of m-Chloroperbenzoic acid in 1,2-Dichloroethane for 4h at 70℃.
3-Fluoro-2-nitrotoluene synthesis
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Yield: 65.9%

Reaction Conditions:

with 3-chloro-benzenecarboperoxoic acid in 1,2-dichloro-ethane at 20 - 70; for 4 h;Inert atmosphere;

Steps:

35 Fluoro-3-methyl-2-nitrobenzene
Fluoro-3-methyl-2-nitrobenzene
To a solution of 2-fluoro-6-methylaniline (8.5 g, 67.9 mmol) in DCE (150 mL), m- CPBA (58.6 g, 272 mmol) was added slowly under nitrogen at RT. The reaction mixture was stirred at 70 °C for 4 h. DCM (500 mL) was added. Then it was washed with 1 N NaOH (200 mL x4). The combined organic layers was dried and concentrated under a stream of nitrogen at 50 °C to give 1 1.2 g (65.9%) of the title compound.

References:

GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED;ASTEX THERAPEUTICS LIMITED;BOEHM, Jeffrey Charles;DAVIES, Thomas Glanmor;WOOLFORD, Alison Jo-anne;GRIFFITHS-JONES, Charlotte Mary;WILLEMS, Hendrika Maria Gerarda;NORTON, David;SAXTY, Gordon;HEIGHTMAN, Thomas Daniel;LI, Tindy;KERNS, Jeffrey K.;DAVIS, Roderick S.;YAN, Hongxing WO2015/92713, 2015, A1 Location in patent:Page/Page column 118

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