Synthesis of fatty ketoesters by tandem epoxidation-rearrangement with heterogeneous catalysis

Dorado, Vicente ; Gil, Lena ; Mayoral, José A. (Universidad de Zaragoza) ; Herrerías, Clara I. (Universidad de Zaragoza) ; Fraile, José M. (Universidad de Zaragoza)

Resumen: Unsaturated fatty esters can be easily transformed into ketoesters through a two-step process. The highly efficient epoxidation is carried out with tert-butyl hydroperoxide (TBHP) in a, a, a-trifluorotoluene (TFT) using a Ti-silica heterogeneous catalyst. The formed epoxide is easily rearranged by a heterogeneous Brønsted acid, with Nafion-silica SAC13 as the most efficient one. Both reactions can be combined in a tandem process, with separation of the Ti-silica catalyst by filtration from the reaction medium and addition of the second acid catalyst to perform the second reaction. Each catalyst is separated individually and can be reused, with or without re-activation, under the same conditions to maximize the productivity.

Idioma: Inglés

DOI: 10.1039/c9cy01899a

Año: 2020

Publicado en: Catalysis Science and Technology 10, 6 (2020), 1789-1795
ISSN: 2044-4753

Factor impacto JCR: 6.119 (2020)

Categ. JCR: CHEMISTRY, PHYSICAL rank: 44 / 162 = 0.272 (2020) - Q2 - T1

Factor impacto SCIMAGO: 1.635 - Catalysis (Q1)

Tipo y forma: Article (PostPrint)

Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)