Method for producing 2,6-dihydroxybenzoic acid
    52.
    发明授权
    Method for producing 2,6-dihydroxybenzoic acid 失效
    2,6-二羟基苯甲酸的制备方法

    公开(公告)号:US5304677A

    公开(公告)日:1994-04-19

    申请号:US7782

    申请日:1993-01-22

    CPC分类号: C07C51/487

    摘要: A method for producing 2,6-dihydroxybenzoic acid, which comprises heating an aqueous solution which contains a mixture of 2,6-dihydroxybenzoic acid and 2,4-dihydroxybenzoic acid and has a pH value of 4 or more, to selectively decompose 2,4-dihydroxybenzoic acid, and separating 2,6-dihydroxybenzoic acid from the decomposition reaction mixture.

    摘要翻译: 制备2,6-二羟基苯甲酸的方法,其包括加热含有2,6-二羟基苯甲酸和2,4-二羟基苯甲酸的混合物并且pH值为4以上的水溶液以选择性分解2, 并从分解反应混合物中分离出2,6-二羟基苯甲酸。

    Catalyst for dehalogenation of alpha-halogenated carboxylic acids/esters
    54.
    发明授权
    Catalyst for dehalogenation of alpha-halogenated carboxylic acids/esters 失效
    α-卤代羧酸/酯脱卤催化剂

    公开(公告)号:US5278122A

    公开(公告)日:1994-01-11

    申请号:US969393

    申请日:1992-10-30

    CPC分类号: C07C51/377

    摘要: The alpha-halogenated carboxylic acids/esters are dehalogenated by reaction with hydrogen in the presence of a catalytically effective amount of (i) a Group VIII precious metal catalyst and (ii) either sulfur or a sulfur compound, or (iii) a novel precious metal/sulfur solid phase catalyst; the subject dehalogenation is especially adapted for enriching the monochloroacetic acid content of MCAA/DCAA mixtures.

    摘要翻译: 或(iii)一种新颖的贵重金属催化剂,(ⅰ)第Ⅷ族贵金属催化剂和(ⅱ)硫或硫化合物的存在下,通过与氢气反应将该α-卤代羧酸/酯脱卤, 金属/硫固相催化剂; 主题脱卤特别适用于富集MCAA / DCAA混合物的一氯乙酸含量。

    Preparation of optically active aliphatic carboxylic acids
    56.
    发明授权
    Preparation of optically active aliphatic carboxylic acids 失效
    光活性二羧酸的制备

    公开(公告)号:US5235095A

    公开(公告)日:1993-08-10

    申请号:US825593

    申请日:1992-01-24

    CPC分类号: C07C51/487 C07B57/00

    摘要: An improved process for the separation of enantiomers of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process involves: (i) forming a salt solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic base; (ii) treating said salt solution with one-half molar equivalent of a chiral organic nitrogenous base having a base strength no stronger than said organic or inorganic base; and (iii) precipitating from the reaction solution formed in step (ii) the less soluble diastereomeric salt, the improvement being adding to the salt solution of step (ii) an inert organic or inorganic base that is soluble in the salt solution.

    摘要翻译: 公开了一种用于分离某些脂族羧酸或其酯的外消旋混合物的对映异构体的改进方法。 该方法包括:(i)形成包含C1-C6直链或支链脂族羧酸和有机或无机碱的所述外消旋混合物的盐溶液; (ii)用半摩尔当量的具有不强于所述有机或无机碱的碱强度的手性有机含氮碱处理所述盐溶液; 和(iii)从步骤(ii)中形成的反应溶液中沉淀出较不溶性的非对映异构体盐,其改进是向步骤(ⅱ)的盐溶液中加入可溶于盐溶液的惰性有机或无机碱。

    Preparation of optically active aliphatic carboxylic acids
    57.
    发明授权
    Preparation of optically active aliphatic carboxylic acids 失效
    光学活性脂族羧酸的制备

    公开(公告)号:US5220053A

    公开(公告)日:1993-06-15

    申请号:US825055

    申请日:1992-01-24

    CPC分类号: C07C51/487

    摘要: An improved process for the separation of enantiomers of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process involves adding a mixture of the aliphatic carboxylic acid to the material formed by: (i) forming a solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic solvent; (ii) treating said solution with a chiral organic nitrogenous base; (iii) precipitating from the reaction solution formed in step (ii) a crystalline material comprised of the less soluble diastereomeric salt. The solution is admixed with the crystalline material for a time sufficient to cause an increase in the amount of the less soluble diastereomeric salt in the crystalline material.

    摘要翻译: 公开了一种用于分离某些脂族羧酸或其酯的外消旋混合物的对映异构体的改进方法。 该方法包括将脂族羧酸的混合物加入到由以下物质形成的材料中:(i)形成包含C1至C6直链或支链脂族羧酸的外消旋混合物和有机或无机溶剂的溶液; (ii)用手性有机含氮碱处理所述溶液; (iii)从步骤(ii)中形成的反应溶液中沉淀出由较不溶性的非对映体盐组成的结晶物质。 将溶液与结晶材料混合足以引起结晶材料中较不溶解的非对映体盐的量增加的时间。

    Process for the preparation of
S(+)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid
    58.
    发明授权
    Process for the preparation of S(+)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid 失效
    制备S(+) - 6-甲氧基 - (ALPHA) - 甲基-2-萘磺酸的方法

    公开(公告)号:US5200555A

    公开(公告)日:1993-04-06

    申请号:US734598

    申请日:1991-07-23

    申请人: Gerard Kessels

    发明人: Gerard Kessels

    CPC分类号: C07C51/487 Y02P20/582

    摘要: The invention relates to a process for the preparation of S(+)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid by resolution of R,S-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid. According to the invention R,S-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid and R(-)-2-amino-1-butanol are dissolved in water at 40.degree.-60.degree. C. Then the solution thus obtained is cooled to 25.degree.-35.degree. C. Subsequently the obtained solution is grafted with a salt of S(+)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid and R(-)-2-amino-1-butanol, further it is cooled to 5.degree.-15.degree. C. The thereby formed crystals are separated from the solution and washed with water and subsequently hydrolyzed by adding a strong acid, whereby S(+)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid crystallizes and the obtained crystals are separated from the mother liquor and the R(-)-6-methoxy-.alpha.-methyl-2-naphthalene-acetic acid present in the crystallization-mother liquor is racemized by heating, which racemate solution can be reused as starting material.

    Process for preparing ketone enantiomer

    公开(公告)号:US5196607A

    公开(公告)日:1993-03-23

    申请号:US837012

    申请日:1992-02-14

    摘要: A novel multi-step process for preparing the (4S)-enantiomer of 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone in a highly-optically pure form is disclosed. The process involves (1) first reacting 3,4-dichlorocinnamyl chloride with L-(-)-ephedrine in a chlorinated lower hydrocarbon solvent to form the corresponding chiral N-methyl-N-(.beta.-hydroxy-.beta.-phenylisopropyl)-3-(3,4-dichlorophenyl)propenoamide; (2) then subjecting the chiral .alpha.,.beta.-unsaturated amide formed in the first step to a Grignard reaction with phenyl magnesium chloride or bromide, followed by hydrolysis, to effect a conjugate addition of the phenyl group and the hydrogen element to the aforesaid .alpha.,.beta.-unsaturated propenoamide and so selectively form the corresponding chiral N-methyl-N-(.beta.-hydroxy-.beta.-phenylisopropyl)-3-(3,4-dichlorophenyl)-3-phenylpropanoamide; (3) hydrolyzing the aforesaid chiral 3-phenylated propanoamide compound to yield the corresponding 3-(3,4-dichlorophenyl)-(3R)-propanoic acid; (4) next esterifying the stereospecific (3R)-phenylated propanoic acid obtained in the third step with an appropriate lower alkanol in the presence of thionyl chloride or a lower alkanoyl chloride to form the corresponding lower alkyl 3-(3,4-dichlorophenyl)-(3R)-phenylpropanoate; (5) then reducing the stereospecific (3R)-phenylated propanoic acid ester with an appropriate carbonyl reducing agent to form the desired 3-(3,4-dichlorophenyl)-(3R)-phenylpropanol intermediate; (6) then chlorinating the stereospecific (3R)-phenylated n-propanol compound to afford the corresponding 3-(3,4-dichlorophenyl)-(3R)-phenylpropyl chloride; (7) next reacting the stereospecific (3R)-phenylated n-propyl chloride with an alkali metal cyanide to form the corresponding 4-(3,4-dichlorophenyl)-(4R)-phenylbutyronitrile; (8) and then hydrolyzing the stereospecific (4R)-phenylated butyronitrile compound to form the corresponding 4-(3,4-dichlorophenyl)-(4R)-phenylbutanoic acid; and (9) thereafter converting the stereospecific (4R)-phenylated n-butanoic acid compound to the corresponding 4-(3,4-dichlorophenyl)-(4R)-phenylbutanoyl chloride by treatment with thionyl chloride, followed cyclization of the aforesaid butanoyl chloride compound in the presence of a Friedel-Crafts type catalyst to finally yield the corresponding (4S)-4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone enantiomer in the desired isomer weight ratio in the resultant isomeric product mixture that allows for the recovery of said individual isomer therefrom in a highly optically-pure form. The desired (4S)-enantiomer has utility as an intermediate that ultimately leads to pure cis-(1S)(4S)-N-methyl-4-(3,4-dichlorophenyl) -1,2,3,4-tetrahydro-1-naphthaleneamine (sertraline), which is a known antidepressant agent. The aforementioned 3-(3,4-dichlorophenyl)-(3R)-phenylpropyl alcohol and chloride compounds, as well as the corresponding 4-(3,4-dichlorophenyl)-(4R)-phenylbutyronitrile, are all novel products per se, which are useful as key intermediates in the overall process of the present invention.

    Process for producing purified terephthalic acid
    60.
    发明授权
    Process for producing purified terephthalic acid 失效
    生产纯化的过敏性酸的方法

    公开(公告)号:US5180849A

    公开(公告)日:1993-01-19

    申请号:US725426

    申请日:1991-07-03

    申请人: Norio Taniguchi

    发明人: Norio Taniguchi

    CPC分类号: C07C51/487 Y02P20/52

    摘要: In a process for producing purified terephthalic acid which comprises catalytically oxidizing p-xylene in liquid phase to produce crude terephthalic acid containing 4-carboxybenzaldehyde as a main impurity therein, and treating the crude terephthalic acid with hydrogen in the presence of hydrogenation catalyst in a reaction vessel, thereby to produce purified terephthalic acid containing 4-carboxybenzaldehyde in an amount of fixed range in a stationary manner, there is provided an improvement which makes it possible for the treatment to reach the stationary state promptly after partial exchange of deactivated catalyst for a new one. The improvement comprises feeding into the reactor crude terephthalic acid which contains 4-carboxybenzaldehyde in an amount larger than that in the stationary state of the treatment, and treating the terephthalic acid until the treatment reaches the stationay state.