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ChemicalBook CAS DataBase List 3-Fluorobenzaldehyde
456-48-4

3-Fluorobenzaldehyde synthesis

14synthesis methods
-

Yield:456-48-4 95%

Reaction Conditions:

with dmap;2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;copper(I) triflate;5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole in acetonitrile at 25; for 1.5 h;Catalytic behavior;chemoselective reaction;

Steps:

4 4.1.2. The oxidation of primary alcohols

General procedure: A round-bottom flask was charged with alcohol (2 mmol), CuOTf (0.1 mmol, 0.05 equiv) (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 equiv), TEMPO (0.1 mmol, 0.05 equiv), DMAP (0.15 mmol, 0.075 equiv) and CH3CN (5 ml). The reaction mixture was stirred at 25 °C open to air until the completion of the reaction, as monitored by TLC. After completion, CH3CN was evaporated under vacuum. The residue was then diluted with CH2Cl2 (5 ml) and filtered through a plug of silica gel to afford the desired product.

References:

Liu, Yangyang;Xie, Aming;Li, Junjian;Xu, Xiao;Dong, Wei;Wang, Boliang [Tetrahedron,2014,vol. 70,# 52,p. 9791 - 9796]

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