DIETHOXYPHENYLACETOPHENONE synthesis
- Product Name:DIETHOXYPHENYLACETOPHENONE
- CAS Number:41996-78-5
- Molecular formula:C18H20O3
- Molecular Weight:284.35
Yield:41996-78-5 79%
Reaction Conditions:
with 9-(2-mesityl)-10-methylacridinium perchlorate in acetonitrile at 20; for 3 h;Irradiation;
Steps:
25 Example 25
The method refers to an acetylenic compound and 10-methyl-9-mesityl acridinium perchlorate (Acr+-Mes, 9-mesityl-10-methylacridinium)Adding to the solvent (solvent as in Example 1), and driving at room temperature in the visible light with a wavelength of 450 nm to 460 nm, the reaction liquid is obtained after 3 hours, and the reaction liquid has a temperature of 25 ° C and a pressure of 1.3. Under kPa conditions, it is dried under reduced pressure.To the concentrate; the concentrate was subjected to silica gel column chromatography (200-300 mesh silica gel, eluent was petroleum ether: ethyl acetate = 70 mL: 1 mL).That is, 2,2-diethoxy-1,2-diphenylethane-1-one (3c) was obtained.Oily liquid (22.5 mg, 79%). 1H NMR (400 MHz, CDCl3) δ 8.06 (d, J = 7.2 Hz,2H), 7.65 (d, J=6.8Hz, 2H), 7.42 (t. J=7.2Hz, 1H), 7.36-7.27 (m, 5H), 3.46-3.38 (m, 4H), 1.19 (t. J = 7.2 Hz, 6H). 13C NMR (100 MHz, CDCl3) δ 195.5, 137.8,134.5, 132.6, 130.0, 128.7, 128.4, 128.0, 126.9, 103.1, 58.2, 15.0. HRMS(ESI, m/z): Calculated for [C18H20O3] (M+Na)+ 307.1305, found 307.1306.Its structural formula is:Wherein: the structural formula of the acetylenic compound is: wherein Ar is a phenyl group; and R1 is a phenyl group.The alcohol compound is ethanol.The molar ratio of 10-methyl-9-mesityl acridinium perchlorate to acetylene compound is 1:67; acetylene compoundThe ratio to the alcohol compound was 0.1 mmol: 1.0 mL.Visible light refers to LED blue light.
References:
CN109265328,2019,A Location in patent:Paragraph 0191-0197
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