Método para fabricar un compuesto de difluorolactona

• Main Authors: ISHIBASHI, Yuichiro, MATSUMURA, Yasushi
• Format: Patent
• Language: Spanish
• Published: 18.06.2020
• Subjects: APPARATUS THEREFOR; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

Un método para producir un compuesto de difluorolactona representado por la siguiente fórmula (4), que comprende fluorar un compuesto de lactona representado por la siguiente fórmula (3) haciéndolo reaccionar con un agente de fluoración electrófila en presencia de hexametildisilazida de potasio y en ausencia de un compuesto metálico reaccionante:**Fórmula** cada uno de R3, R4, R5 y R6 que son independientes unos de otros, es un grupo monovalente seleccionado del grupo que consiste en un átomo de hidrógeno, un átomo de halógeno, un grupo hidroxi protegido, un grupo amino protegido, un grupo carboxi protegido y un grupo hidrocarbonado de C1-20 que puede tener un sustituyente, o dos adyacentes entre R3, R4, R5 y R6 están unidos para formar un grupo alquileno de C2-6 que puede tener un sustituyente y otros distintos de los dos entre R3, R4, R5 y R6 son, cada uno independientemente, el grupo monovalente anterior, y n es un número entero de 1 a 4. To provide a method for producing a difluoro compound highly selectively in good yield without forming a hardly soluble by-product. An ester compound represented by the formula (1) is reacted and fluorinated with an electrophilic fluorinating agent in the presence of a basic compound and in the absence of a metal compound reactant to produce a difluoro ester compound represented by the formula (2). (R 1 is a group selected from the group consisting of a C 1-30 alkyl group which may have a substituent, a C 3-30 cycloalkyl group which may have a substituent, a C 4-30 cycloalkenyl group which may have a substituent (provided that the carbon atom adjacent to the carbon atom at the ±-position of the carbonyl group forms no double bond), a C 2-30 alkynyl group which may have a substituent, and a C 8-30 cycloalkynyl group which may have a substituent, and R 2 is a C 1-30 hydrocarbon group which may have a substituent, or R 1 and R 2 are bonded to form an alkylene group which forms, together with -C-C(O)-O-, a lactone ring which has from 3 to 8 carbon atoms in the ring and which may have a substituent.).