Process for preparing
3-(3,5-di-tert.alkyl-4-hydroxy-phenyl)-2,2-di-substituted
propionaldehydes
    71.
    发明授权
    Process for preparing 3-(3,5-di-tert.alkyl-4-hydroxy-phenyl)-2,2-di-substituted propionaldehydes 失效
    制备3-(3,5-二叔烷基-4-羟基 - 苯基)-2,2-二取代的丙醛的方法

    公开(公告)号:US4284823A

    公开(公告)日:1981-08-18

    申请号:US084490

    申请日:1979-10-15

    Inventor: Richard H. Kline

    Abstract: There is disclosed a process comprising reacting a compound having the general structural Formula II: ##STR1## with a compound having the general Formula III: ##STR2## in the presence of a basic catalyst while dissolved in an organic solvent to yield an aldehyde having the structural Formula I: ##STR3## wherein R.sub.1 and R.sub.2 are the same or different radicals selected from the group consisting of tertiary alkyl radicals having from 4 to 12 carbon atoms, R.sub.3 and R.sub.4 are the same or different radicals selected from the group consisting of alkyl radicals containing from 1 to 12 carbon atoms, cycloalkyl radicals containing from 5 to 12 carbon atoms, phenyl and substituted phenyl radicals or R.sub.3 and R.sub.4 with the carbon atom to which they are joined may form a cycloalkyl ring of from 5 to 12 carbon atoms, R.sub.5 is selected from the group consisting of hydrogen, alkyl radicals containing from 1 to 12 carbon atoms, or a cycloalkyl radical containing 5 or 6 carbon atoms.

    Abstract translation: 公开了一种方法,该方法包括在碱性催化剂的存在下将具有通式II:II的化合物与具有通式III的化合物:III族化合物反应,同时溶解在有机溶剂中,得到醛 具有结构式I:其中R 1和R 2是相同或不同的选自具有4至12个碳原子的叔烷基的基团,R 3和R 4是相同或不同的选自基团 由含有1至12个碳原子的烷基,含有5至12个碳原子的环烷基,苯基和取代的苯基或与其连接的碳原子的R 3和R 4组成的环烷基环可以形成5至12个 碳原子,R5选自氢,含有1至12个碳原子的烷基或含有5或6个碳原子的环烷基。

    Carbonyl compounds containing a hindered phenol group

    公开(公告)号:US3226443A

    公开(公告)日:1965-12-28

    申请号:US27668663

    申请日:1963-04-12

    Abstract: The invention relates to the manufacture of compounds of the formula in which R1 is a secondary or tertiary alkyl group, R2 is an alkyl group, R13 and R14, which may be the same or different, are hydrogen atoms or alkyl, aryl, alkaryl, aralkyl or carbalkoxy groups and R15 is a hydrogen atom, an alkoxy, alkylthioalkyloxy, amino, alkylamino, dialkylamino, alkyl, aryl, alkaryl or aralkyl group or a group in which Z is a straight or branched alkylene group. The compounds are made by additive reaction an appropriate 2,6-dialkylphenol and an unsaturated compound of the formula CH(R13)=C(R14)COR15, the reaction being effected in the presence of a basic catalyst, e.g. a quaternary ammonium base, an alkali-metal amide, alkoxide or hydroxide or an alkaline-earth metal alkoxide or hydroxide, and optionally in a solvent, e.g. a tertiary alkanol, tetrahydrofuran, dimethyl formamide or acetone. The reaction may be effected at 25-200 DEG C. at atmospheric or raised pressure. Examples are given in which (1) 2,6-di-tert.-butylphenol and methyl acrylate yield methyl (3.5-di-tert.-butyl - 4 - hydroxyphenyl) propionate, (2) 2.6-di-tert.-butylphenol and lauryl (or octadecyl) acrylate yield dodecyl (or octadecyl) 3,5 - di - tert. - butyl - 4 - hydroxyphenyl) propionate, (3) 2,6 - di - tert. - butylphenol and diethyl maleate yield diethyl (3,5-di-tert.-butyl - 4 - hydroxyphenyl) succinate, (4) 2.6-di - tert. - butylphenol and acrylamide yield 3,5 - di - tert. - butyl - 4 - hydroxyphenyl propionamide, (5) 2.6 - di - tert. - butylphenol and N - octadecyl acrylamide yield N - octadecyl-3,5 - di - tert. - butyl - 4 - hydroxyphenyl propionamide, (6) 2.6 - di - tert. - butylphenol and methyl vinyl ketone yield 4-(3.5-di-tert.-butyl-4 - hydroxyphenyl) butan - 2 - one, and (7) 2.6 - di - tert. - butylphenol and ethylene bis-acrylate yield ethylene bis(3,5 - di - tert. - butyl - 4 - hydroxyphenyl) propionate. Other specified phenols are 6-tert.-butyl-o-cresol, 6-(1,1,3,3 - tetramethylbutyl) - o - cresol, 2 - sec.-butyl - 6 - tert. - butylphenol, 2,6 - bis(1,1 - dimethyl - n - propyl)phenol and 2.6 - bis(1-methyl - n - nonyl)phenol. Other alkyl groups which may constitute or form part of the radicals R1, R2, R13, R14 and R15 in the first formula above are specified, and it is stated that R13, R14 and R15 may also be naphthyl or acenaphthyl groups. The products are useful as stabilizing agents for hydrocarbon polymers, e.g. polyethylene or polypropylene, waxes, soaps, greases, natural and synthetic rubbers and animal, vegetable or mineral oils, including lubricating oils, fuel oils and gasoline. Specification 965,373 is referred to.ALSO:As stabilizing agents for hydrocarbon polymers, e.g polyethylene or polypropylene, and for natural and synthetic rubbers, use is made of compounds of the formula in which R1 is a secondary or tertiary alkyl group, R2 is an alkyl group, R13 and R14, which may be the same or different, are hydrogen atoms or alkyl, aryl, alkaryl, aralkyl or carbalkoxy groups and R15 is a hydrogen atom, am alkoxy, alkylthioalkyloxy, amino, alkylamino, dialkylamino, alkyl, aryl, alkaryl or aralkyl group or a group in which Z is a straight or branched alkylene group (see Division C2). Typical compounds are methyl (3,5 - di - tert - butyl - 4 - hydroxyphenyl) propionate, dodecyl (or octadecyl) (3,5 - di - tert. - butyl - 4 - hydroxyphenyl) propionate, diethyl (3,5 - di - tert. - butyl - 4 - hydroxyphenyl) succinate, 3,5 - di - tert. - butyl - 4 - hydroxyphenyl propionamide, N - octadecyl - 3,5 - di - tert. - butyl - 4 - hydroxyphenyl propionamide, 4 - (3,5 - di - tert. - butyl - 4 - hydroxyphenyl) butan-2-one, and ethylene bis-(3,5 - di - tert. - butyl - 4 hydroxyphenyl) propionate. Specification 965,373 is referred to.ALSO:As stabilizing agents for waxes, soaps, greases and vegetable and mineral oils, including lubricating oils, fuel oils, and gasolene, use is made of compounds of the formula in which R1 is a secondary or tertiary alkyl group, R2 is an alkyl group, R13 and R14, which may be the same or different, are hydrogen atoms or alkyl, aryl, alkaryl, aralkyl or carbalkoxy groups and R15 is a hydrogen atom, an alkoxy, alkylthioalkyloxy, amino, alkylamino, dialkylamino, alkyl, aryl, alkaryl or aralkyl group or a group in which Z is a straight or branched alkylene group (see Division C2). Typical compounds are methyl (3,5 - di - tert. - butyl - 4 - hydroxyphenyl) propionate, dodecyl (or octadecyl) (3,5-di - tert. - butyl - 4 - hydroxyphenyl) propionate, diethyl (3,5 - di - tert. - butyl - 4 - hydroxyphenyl) succinate, 3,5-di-tert.-butyl-4-hydroxyphenyl propionamide, N-octadecyl-3,5-di-tert.-butyl-4-hydroxyphenyl propionamide, 4-(3,5-di - tert. - butyl - 4 - hydroxyphenyl) butan - 2 - one and ethylene bis(3,5-di-tert.-butyl-4-hydroxyphenyl) propionate. Specification 965,373 is referred to.

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