Ylenals and process for their production

    公开(公告)号:GB1079216A

    公开(公告)日:1967-08-16

    申请号:GB4822664

    申请日:1964-11-27

    Applicant: BASF AG

    Abstract: The invention comprises ylenals, (i.e. compounds which in the same molecule contain a phosphorylene group and an aldehyde group in conjunction) of the formula where Ar is an aryl radical which may be substituted by alkyl or alkoxy groups; R1, R2 and R3 are H or alkyl groups and n is an integer from 1 to 6. They may be obtained by reacting a proton acceptor in liquid phase with a quaternary phosphonium salt of the formula where X(-) is a monovalent anion. Suitable proton acceptors are bases having a pK value below or about 9 such as alcoholates, ammonia, amines, e.g. alkylamines or heterocyclic amines, or aqueous alkali. Suitable solvents are water, dimethyl-formamide or sulphoxide, acetonitrile, alcohol, hydrocarbons, halogenated hydrocarbons or mixtures thereof. Specified products are triphenylphosphine-2-formylpropen-1-yl-1-methylene, triphenylphosphine-3-formylpropen-(2)-yl-2-methylene, triphenylphosphine-2 - methyl - 4 - formylbutadien - (1,3) - yl - 1 - methylene, triphenylphosphine-1-methyl-4-formylbutadiene - (1,3) - yl - 1 - methylene, and triphenylphosphine - 2,6 - dimethyl - 6 - formylhexatrien - (1,3,5) - yl - 1 - methylene. Examples are given for the preparation of triphenylphosphine - 2 - formylpropen - 1 - yl-methylene. The products are intermediates for the synthesis of dyes, pharmaceuticals, plant protection agents, food dyes and carolenoids. The phosphonium salts of Formula I may be obtained by reacting a suitable halogen compound with a triarylphosphine in an organic solvent.

    Production of polyene aldehydes
    15.
    发明专利

    公开(公告)号:GB1137429A

    公开(公告)日:1968-12-18

    申请号:GB4370566

    申请日:1966-09-30

    Applicant: BASF AG

    Abstract: 1,137,429. Polyene aldehydes. BADISCHE ANILIN- & SODA-FABRIK A.G. 30 Sept., 1966 [2 Oct., 1965], No. 43705/66. Heading C2C. [Also in Division A2] Aldehydes of formula in which the radicals R 1 , from left to right, denote H and CH 3 alternately, the radicals R 2 starting from the -C#C- bond, denote CH 3 and H alternately, m and n are each 0-3 and their sum is at least 1, and the bond indicated by the broken line may be hydrogenated, are prepared by reacting a phosphonium compound of formula in presence of a proton acceptor which will convert it to the ylid and in an organic medium with at least an equimolar amount of a dialdehyde O = HC-(CR 2 = CH)m-C#C-(CH = CR 2 )m-CH = O, X being the 2,2,6-trimethylcyclohex-1-enyl radical.

    Production of allyl chlorides
    19.
    发明专利

    公开(公告)号:GB987520A

    公开(公告)日:1965-03-31

    申请号:GB1793263

    申请日:1963-05-07

    Applicant: BASF AG

    Abstract: Allyl chlorides of the general formula in which R1 to R5 are hydrogen, alkyl, alkanyl, aralkyl or cycloalkyl groups (not all the substituents R1 to R4 being alkanyl or cycloalky groups at the same time) or R1 and R2 or R3 and R4 in pairs denote alkylene groups, are prepared by reacting an allyl alcohol of formula with thionyl chloride or phosgene in the presence of an N,N-dialkyl substituted amide of an alkane carboxylic acid having 1 to 3 carbon atoms in the acyl radical or an N-alkyl substituted lactam. The reaction may take place in a solvent.

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