Synthetic method for the fluoromethylation of alcohols

Details Synthetic method for the fluoromethylation of alcohols Synthetic method for the fluoromethylation of alcohols

C - Chemistry, Metallurgy

07

C

C07C 41/28 (2006.01) C07C 41/01 (2006.01) C07C 41/22 (2006.01) C07C 41/50 (2006.01) C07C 43/12 (2006.01)

Patent

CA 2407716

A method for fluoromethylating halogenated alcohols. The method includes the step of providing an alpha-halogenated alcohol of the formula R1(CX3)2OH, wherein R1 is selected from the group consisting of hydrogen and alkyl groups. The alpha-halogenated alcohol is reacted with a first compound of the formula CH2(OR2)2 in the presence of an acid catalyst to form an acetal. The resulting acetal is then chlorinated with a chlorinating agent to form a chloride compound of the formula R1C(CX3)2OCH2Cl. The chloride compound is then converted to a fluoride compound of the formula R1C(CX3)2OCH2F using a fluorinating agent.

L'invention concerne une méthode de fluorométhylation d'alcools halogénés. Cette méthode consiste à utiliser un alcool alpha-halogéné représenté par la formule R?1¿(CX¿3?)¿2?OH, dans laquelle R?1¿ est choisi dans le groupe constitué d'hydrogène et de groupes alkyle. On fait réagir ledit alcool alpha-halogéné avec un premier composé représenté par la formule CH¿2?(OR?2¿)¿2? en présence d'un catalyseur acide afin de former un acétal. On chlore l'acétal ainsi obtenu avec un agent de chloration afin d'obtenir un composé de chlorure représenté par la formule R?1¿C(CX¿3?)¿2?OCH¿2?Cl. On convertit ensuite ce composé de chlorure en un composé fluorure représenté par la formule R?1¿C(CX¿3?)¿2?OCH¿2?F au moyen d'un agent de fluoration.

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