Novel vitamin E intermediates and process for the preparation of (2R, 4'RS)- alpha -tocopherol and (all-rac)- alpha -tocopherol via the novel intermediates

    公开(公告)号:DE3322995A1

    公开(公告)日:1983-12-29

    申请号:DE3322995

    申请日:1983-06-25

    Applicant: BASF AG

    Abstract: Compounds of the general formula I in which R denotes H, an alkyl radical, arylalkyl radical or an aliphatic acyl radical, preferably a benzyl group or acetyl group, and Y represents OH and X represents H (Ia) or else X and Y together represent a further bond between the C atoms carrying X and Y (Ib) and the dashed line may denote an additional bond, in particular [2R,1'Z,3'E,7'E]-6-benzyloxy-2,5,7,8-tetramethyl-2-(4',8',12'- trimethyltrideca-1',3',7'-trien-1'-yl)chroman and 6-benzyloxy-2,5,7,8- tetramethyl-2-(1'-hydroxy-4',8',12'-trimethyltrideca-3',7'-dien-1-yl)- chroman, and compounds of the general formula II in which Z represents one of the groups ClMg-; BrMg- (IIa); CL ; BR - (IIb> in which R represents alkyl having 1 to 4 C atoms, in particular (3,7,11-trimethyltrideca-2,6,10-trien-1-yl)triphenylphosphonium chloride and dimethyl (3,7,11-trimethyltrideca-2,6,10-trien-1-yl)- phosphite. The invention furthermore relates to a process for the preparation of (2R,4'RS,8'RS)- alpha -tocopherol or (all-rac)- alpha -tocopherol, starting from the compounds of the formula II and via the compounds of the formula I.

    8.
    发明专利
    未知

    公开(公告)号:DE3030054A1

    公开(公告)日:1982-03-25

    申请号:DE3030054

    申请日:1980-08-08

    Applicant: BASF AG

    Abstract: A process for the preparation of N-(D)-ribityl-2-phenylazo-4,5-dimethylaniline (I), wherein 1. in the case of pure or virtually pure (D)-ribose (III) (a) the latter is reacted with 3,4-dimethylnitrobenzene (IVa) or 3,4-dimethylaniline (IVb) and with hydrogen in the presence of a hydrogenation catalyst, (b) the resulting solution is reacted, in a conventional manner, with an acid phenyldiazonium salt solution (VI) and (c) the resulting product is isolated by crystallization, in a conventional manner, or 2. in the case of crude ribose, ie. industrial mixtures of (D)-ribose and other sugars (a) the crude ribose is reacted with about equimolar amounts, based on III, of 3,4-dimethylaniline (IVb) and boric acid, (b) the boric acid ester of the Schiff base obtained from III and IVb is allowed to crystallize out and is separated off, (c) this ester is hydrogenated with hydrogen in the presence of a hydrogenation catalyst, (d) the solution is freed from catalyst and reacted, in a conventional manner, with an acid phenyldiazonium salt solution and (e) the resulting product I is isolated by crystallization in a conventional manner.

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