ChemicalBook CAS DataBase List 4-Fluoroacetophenone

4-Fluoroacetophenone synthesis

13synthesis methods

Product Name:4-Fluoroacetophenone
CAS Number:403-42-9
Molecular formula:C8H7FO
Molecular Weight:138.14

General procedure: Oximes (1.0 mmol), Amberlyst-15 (0.02 g), FPA53-NO2(0.02 g), and solvent (1.5 mL) were introduced into a 25-cm-high, 90-mL autoclave with a glass tube inside equipped with magnetic stirrer (Scheme 2). Then the autoclave was charged with oxygen to 0.1 MPa. The reaction mixture was stirred at desirable temperature for special time. Progress of the reaction was monitored by thin-layer chromatography (TLC) or gas chromatography (GC). After the reaction, the resin (Amberlyst-15 and FPA53-NO2) was separated from the reaction mixture by filtration and extracted with 3 mL CH3CN (2 1.5 ml). The solvent was removed under reduced pressure. The residue was further purified by column chromatography on silica gel (300 mesh) with hexane/ethyl acetate to give the corresponding carbonyl compounds.

766-98-3
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403-42-9
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$5.00/10g

Yield:403-42-9 99%

Reaction Conditions:

with 5,10,15-tris(pentafluorophenyl)cobalt(III) corrole;sulfuric acid;water in methanol at 80; for 48 h;

Steps:

General procedure: A mixture of alkyne 1a (0.5 mmol), F₁₅CCo-PPh₃ (0.3 mol%) in CH₃OH (0.5 mL), H₂SO₄(2 mol%) in CH₃OH (0.5 mL) and H₂O (4.4 eq.) was heated at 80 °C under air for 12 h in a closed J. Young tube. The progress of the reaction was checked using TLC and GC. After the tube was cooled to R.T., the volatiles were removed under reduced pressure and the pure product 2a as a colorless oil (58 mg, 95% yield) was obtained by flash chromatography of silica gel. acetophenone (2a) Colorless oil (58 mg, 95% yield). ¹H NMR (500 MHz, CDCl₃) δ 7.96 (d, J = 7.7 Hz, 2H), 7.56 (t, J = 7.4 Hz, 1H), 7.46 (t, J = 7.7 Hz, 2H), 2.60 (s, 3H). The spectral data were in agreement with literature values.

References:

Lai, Jia-Wei;Liu, Zhao-Yang;Chen, Xiao-Yan;Zhang, Hao;Liu, Hai-Yang [Tetrahedron Letters,2020,vol. 61,# 43,art. no. 152426] Location in patent:supporting information