3-[4-(TERT-BUTYL)PHENOXY]-2-BUTANONE synthesis

Yield:-

Reaction Conditions:

with potassium carbonate;potassium iodide in butanone at 20; for 12 h;

Steps:

5.2 Synthesis of β-ketoethers (7a-x). Example for 3-phenoxybutan-2-one (7a)

General procedure: In a round bottom flask for 100mL, phenol (5a, 5.0g, 53mmol) was dissolved in 30mL butanone and stirred at room temperature. K₂CO₃ (11g, 80mmol) and KI (0.8g, 5mmol) were added to the mixture, following by addition of 3-chloro-2-butanone (6, 5.6g, 53mmol). The reaction mixture was then maintained under stirring for 12h. After this time, the precipitate was removed under filtration and rinsed with ethyl acetate, and the organic phase was washed with water, and the with saturated KOH solution until the complete removal of unreacted phenol. The combined organic phases were dried over anhydrous Na₂SO₄, concentrated and then dried under vacuum. The resulting product was used in the next step without further purification.

References:

Magalhaes Moreira, Diogo Rodrigo;De Oliveira, Ana Daura Travassos;Teixeira De Moraes Gomes, Paulo André;De Simone, Carlos Alberto;Villela, Filipe Silva;Ferreira, Rafaela Salgado;Da Silva, Aline Caroline;Dos Santos, Thiago André Ramos;Brelaz De Castro, Maria Carolina Accioly;Pereira, Valéria Rego Alves;Leite, Ana Cristina Lima [European Journal of Medicinal Chemistry,2014,vol. 75,p. 467 - 478]