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    Method of increasing the chain length of aldehydes
    34.
    发明专利
    Method of increasing the chain length of aldehydes 未知

    公开(公告)号：GB1079217A

    公开(公告)日：1967-08-16

    申请号：GB4822864

    申请日：1964-11-27

    Applicant: BASF AG

    Inventor： FREYSCHLAG HERWIG ,  REIF WERNER ,  NUERRENBACH AXEL ,  POMMER HERST

    IPC: C07C45/72 ,  C07C47/20 ,  C07F9/535

    Abstract: Polyunsaturated aldehydes are produced by reacting an aldehyde with an ylenal of formula in which Ar is an aryl radical which may be substituted by alkyl or alkoxy groups; R1, R2 and R3 are hydrogen or alkyl groups, and n is an integer from 1 to 6. The reaction takes place according to the following equation in which R4 may be a saturated or unsaturated alkyl, cycloalkyl, aryl or aralkyl radical. The radical R4 may contain, for example, the group Dialdehydes may also be used as starting materials and in that case two molecules of ylenal are reacted with one molecule of dialdehyde. Examples of suitable starting aldehydes are b -ionylidene acetaldehyde, b -retinene, a -retinene, b -apo-141-carotinal, b -apo-81-carotinal, b -apo-121-carotinal, b -apo-101-carotinal, b -apo-61-carotinal and the aldehydes OHC-C(CH3) = CH-CH = CH-CH = C(CH3)-CHO, OHC-CH = CH-C(CH3) = CH-CH = CH-CH = C(CH3)-CH = CH-CHO and OHC-C(CH3) = CH-CH = CH-C(CH3) = CH-CH = CH-CH = C(CH3)-CH = CH-CH-C(CH3) CHO. Suitable ylenals are for example those in which the aryl groups are all phenyl groups. The aldehydes obtained can be further reacted with an ylenal to get a longer-chained aldehyde. In the examples (a) Vitamin A aldehyde is reacted with triphenyl phosphine-2-formylpropen-1-yl-methylene to give b -apo-121-carotinal; (b) b -apo-121-carotinal is reacted with triphenylphosphine - 2 - formylpropen - 1 - yl-methylene to give b -apo-81-carotinal; (c) triphenyl formyl buten-2-yl-1-phosphonium chloride is reacted with triphenylphosphine-2-formylpropen-1-yl-methylene and the product is reacted with Vitamin A aldehyde to give b -apo-81-carotinal; and (d) triphenyl-3-formylbuten-2-yl-1-phosphonium chloride is reacted with triphenylphosphine - 2 - formylpropen - 1 - yl methylene to give triphenyl phosphine-2,6-dimethyl - 6 - formylhexatriene - 1,3,5 - yl-methylene which is reacted with triphenyl-3-formyl-butene-2-yl-1-phosphonium chloride to give triphenylphosphine - 2,6,10 - trimethyl-10 - formyl decapentaene - 1,3,5,7,9 - yl-methylene.

    Production of omega chloro- and bromo-tiglaldehyde and its acetal and acylate
    37.
    发明专利
    Production of omega chloro- and bromo-tiglaldehyde and its acetal and acylate 未知

    公开(公告)号：GB1037751A

    公开(公告)日：1966-08-03

    申请号：GB2118963

    申请日：1963-05-28

    Applicant: BASF AG

    Inventor： FREYSCHLAG HERWIG ,  POMMER HORST ,  REIF WERNER

    IPC: C07C45/51 ,  C07C45/54 ,  C07C45/63 ,  C07C47/24

    Abstract: 4 - Chloro - and - bromo - 2 - formylbutene-(2) or acetals and acylates thereof are produced by treating 2-formyl-2-hydroxybutene-(3) or its acetals or acylates with thionyl chloride, thionyl bromide or phosgene in the presence of N,N-dialkyl substituted amides of low molecular weight fatty acids, including compound in which the N alkyl groups are connected to each other direct or via oxygen, or N-alkyl substituted lactams, optionally in the presence of anhydrous solvents when a concentration of 0.01 mol of the amide relative to the formyl-hydroxybutene is preferred. 2 - Formyl - 2 - hydroxybutene - (3) is prepared by hydrogenation, by the process of Specification 871,804, of 2 - formyl - 2 - hydroxybutyne-(3), itself obtained by reacting methylglyoxal acetal with acetylene. It is stated that the compounds prepared by the process of the invention find use in the preparation of the corresponding 4-hydroxy-2-formyl-butene-(2) compounds.

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