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ChemicalBook CAS DataBase List Mesityl oxide
141-79-7

Mesityl oxide synthesis

12synthesis methods
By reacting acetone or diacetone alcohol with iodine or other dehydrating agent; by condensation of acetone over sulfonated polystyrene-divinylbenzene resin used as an ion exchange catalyst.
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Yield:14575-13-4 66 %Spectr. ,141-79-7 34 %Spectr.

Reaction Conditions:

with 1-chloro-1-(dimethylamino)-2-methyl-1-propene in dichloromethane at 20; for 2 h;Inert atmosphere;

Steps:

4.6.7. Reaction of 4-hydroxy-4-methylpentan-2-one with 2a.
Procedure B: 0.37 g (3.2 mmol) hydroxyketone, 0.47 (3.5 mmol) 2a, 2 h. A 2/1 mixture of chloride and alkene was obtained as shown by 1H NMR. For chloride: 1H NMR (200 MHz, CDCl3): 2.95 (s, 2H,CH2COCH3), 2.2 (s, 3H, COCH3), 1.70 (s, 6H, (CH3)2CCl). For vinylketone: 1H NMR (200 MHz, CDCl3): 6.10 (m, 1H, HC=C), 2.20 (s, 3H, COCH3), 2.14 (d, J=1.2 Hz, 3H, CH3C=), 1.89 (d, J=1.2 Hz, 3H, CH3C=).

References:

Munyemana, François;George, Isabelle;Devos, Alain;Colens, Alain;Badarau, Eduard;Frisque-Hesbain, Anne-Marie;Loudet, Aurore;Differding, Edmond;Damien, Jean-Marie;Rémion, Jeanine;Van Uytbergen, Jacqueline;Ghosez, Léon [Tetrahedron,2016,vol. 72,# 3,p. 420 - 430]

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