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ChemicalBook CAS DataBase List (2-Amino-3-fluorophenyl)(phenyl)methanone

(2-Amino-3-fluorophenyl)(phenyl)methanone synthesis

4synthesis methods
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Yield:1584139-76-3 78%

Reaction Conditions:

Stage #1: phenyl magensium bromide;2-amino-3-fluorobenzonitrile in tetrahydrofuran at 0 - 20; for 2.5 h;Inert atmosphere;
Stage #2: with hydrogenchloride in tetrahydrofuran;lithium hydroxide monohydrate at 20;

Steps:

355.a Example 355 step a:

A solution of 2-amino-3-fluorobenzonitrile (25 g, 0.18 mol) in THF (400 mL) was added drop-wise PhMgBr (120 mL, 3 M) at 0 °C under N2 over 30 mm. The reaction mixture wasstirred for 2 hrs at ft Then HC1/H20 (400 mL, 6 M) was added and the reaction mixture was stirred 0/N at room temperature. LCMS showed that the reaction was complete. The organic layer was removed, the residue phase was extracted with EA (x 3). The combined organic layers was washed with brine, dried over Na2SO4 and purified by silica gel chromatography (PE/EA = 1/0 - 10/1) to give the desired compound as a yellow solid (31.5 g, 78%). ESI-MSm/z: 216.0 [M+Hj.

References:

WO2017/15449,2017,A1 Location in patent:Page/Page column 270