Cleavage of alpha-oximinoketones, aldehydes and acetals and their nitroso isomers
    1.
    发明授权
    Cleavage of alpha-oximinoketones, aldehydes and acetals and their nitroso isomers 失效
    α-肟基酮酮,醛和缩醛及其亚硝基异构体的切割

    公开(公告)号:US4097517A

    公开(公告)日:1978-06-27

    申请号:US72224976

    申请日:1976-09-10

    Applicant: ALLIED CHEM

    CPC classification number: C07C255/00

    Abstract: The cleavage forms an ester group and a cyano group. It is effected by use of an ortho ester of a carboxylic acid, or reaction product thereof with the oximino compound or with a Lewis acid such as boron trifluoride in an electrophilic reaction medium. In particular alpha-oximinocyclohexanone dimethyl acetal is cleaved to form omega-cyano methyl valerate by catalytic action of dimethoxy ethylcarbonium tetrafluoroborate in dichloromethane solvent. The cyclic C5, C8, and C12 homologues react similarly; likewise the alkyl-substituted homologues and the nitroso isomers.

    Abstract translation: 裂解形成酯基和氰基。 通过在亲电子反应介质中使用羧酸的原酸酯或其与肟基化合物的反应产物或路易斯酸如三氟化硼来实现。 特别是通过二氯甲烷溶剂中四氟硼酸二甲氧基乙基羰基酯的催化作用,将α-肟基环己酮二甲基缩醛裂解形成ω-氰基甲基戊酸甲酯。 循环C5,C8和C12同系物的反应类似; 同样地,烷基取代的同系物和亚硝基异构体。

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