(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE synthesis

5synthesis methods

Product Name:(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE
CAS Number:50990-40-4
Molecular formula:C17H16O2
Molecular Weight:252.31

104-93-8 Synthesis

104-93-8
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$6.00/25g

122-00-9 Synthesis

122-00-9
680 suppliers
$5.00/25g

(2E)-3-(4-METHOXYPHENYL)-1-(4-METHYLPHENYL)PROP-2-EN-1-ONE

50990-40-4
19 suppliers
$45.00/250mg

Yield:50990-40-4 94%

Reaction Conditions:

with potassium hydroxide in ethanol;water at 20;

Steps:

2.2.1. Synthesis of (E)-3-(4-methoxyphenyl)-1-(p-tolyl)prop-2-en-1-one(MTP), (E)-1,3-di-p-tolylprop-2-en-1-one (DTP), (E)-3-(4-(diethylamino)phenyl)-1-(p-tolyl)prop-2-en-1-one (DEP)

General procedure: Chalcones were synthesized by previously reported procedure asgiven in Fig. 2, through base catalyzed condensation of substitutedacetophenones and substituted benzaldehydes [31]. To a solution ofacetophenone (0.01 mol) in ethanol (40 ml), benzaldehyde (0.01 mol)derivative was added. Then solution of aqueous KOH (60%, 10 ml) wasadded with continuous stirring for 30 min. The mixing was continuedfor 2-3 h at room temperature. After completion of reaction whichwas confirmed by thin layer chromatography, ice cold HCl (25 ml,10%) was added. The solid was obtained which was separated by filtrationfollowed by washing with ice cold water till neutralization. Finallyproductwas recrystallizedwith ethanol. All three chalcone derivativeswere characterized by NMR, IR and Mass Spectroscopy. NMRspectra of all compounds are shown in Fig. 3 (a-c) and 13C NMR, IRand Mass Spectra of these compounds are separately given in SI file. 2.2.1.1. MTP. Mol. Formula: C17H16O2; Mol.Wt. 252.1150; Yellow solid;Yield = 94%; FT-IR (CHCl3, cm-1): 3003, 1652, 810, 737, 672; 1HNMR (400 MHz, CDCl3) δ 7.92 (d, 2H), 7.77 (d, 1H), 7.59 (d, 2H), 7.41(d, 1H), 7.30-7.25 (m, 2H), 6.93 (d, 2H), 3.84 (s, 3H,), 2.42 (s, 3H)ppm; 13C NMR (100 MHz, CDCl3): δ 190.15, 161.67, 144.32, 143.44,136.00, 130.24, 129.35, 128.65, 127.83, 119.90, 114.48, 55.48,21.73 ppm; EM m/z (%): 253 (M + 1).

References:

Bahadur, Indra;Benhiba, Fouad;Goyal, Madhusudan;Kumar, Ajai;Kumar, Banty;Kumar, Sudershan;Prasad, Ashok K.;Vashisht, Hemlata;Zarrouk, Abdelkader [Journal of Molecular Liquids,2020,vol. 318]

123-11-5 Synthesis