Prepn. of E-oxime ether(s) of phenyl-glyoxylic acid ester(s)

    公开(公告)号:DE4042272A1

    公开(公告)日:1992-07-02

    申请号:DE4042272

    申请日:1990-12-31

    Applicant: BASF AG

    Abstract: Prepn. of E-oxime-ethers of phenylglyoxylic acid esters of formula (I) comprises (a) reacting a phenol Xm-Ph-PH in a base in the presence of a solvent to give a phenolate; (b) mixing with a lactone of formula (III); (c) distilling off solvent and reacting the mixt. at 50-250 deg.C in the melt; (d) washing with water and acid to give a 2-phenoxymethylbenzoic acid of formula (IV); Q = OH); (e) treating with phosgene or SOCl2 to give the 2-phenoxymethylbenzoyl chloride (IV; Q = Cl); (f) reacting with alkali(ne earth)metal cyanide opt. in the presence of prussic acid; (g) treating the 2-phenoxymethylbenzoyl cyanide (IV; Q = CN) with MeOH in the presence of acid to give (VIIb); (h) opt. splitting under acidic conditions to give (IV; Q = C(O)NHR) or (i) treating (IV; Q=R) with dimethyl sulphoxide in the presence of a base to give a beta ketosulphoxide (IV; Q = CH2SOCH3) and treating with a halogenating agent, and MeOH in acid to give (IV; Q = C(O)OMe); (k) reacting (IV; Q = C(O)OMe) and/or (VIIb) with O-methylhydroxylamine or its acid addn. salt to give (I). Q = R1CH2SOMe, OH, Cl, CN or C(O)NNR; X, Y = halo, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3; R = 1-4C alkyl.

    Prepn. of E-oxime ether(s) of phenyl-glyoxylic acid ester(s)

    公开(公告)号:DE4042271A1

    公开(公告)日:1992-07-02

    申请号:DE4042271

    申请日:1990-12-31

    Applicant: BASF AG

    Abstract: Prepn. of E-oxime-ethers of phenylglyoxylic acid esters of formula (I) comprises (a) reacting a phenol Xm-Ph-PH in a base in the presence of a solvent to give a phenolate; (b) mixing with a lactone of formula (III); (c) distilling off solvent and reacting the mixt. at 50-250 deg.C in the melt; (d) washing with water and acid to give a 2-phenoxymethylbenzoic acid of formula (IV); Q = OH); (e) treating with phosgene or SOCl2 to give the 2-phenoxymethylbenzoyl chloride (IV; Q = Cl); (f) reacting with alkali(ne earth)metal cyanide opt. in the presence of prussic acid; (g) treating the 2-phenoxymethylbenzoyl cyanide (IV; Q = CN) with MeOH in the presence of acid to give (VIIb); (h) opt. splitting under acidic conditions to give (IV; Q = C(O)NHR) or (i) treating (IV; Q=R) with dimethyl sulphoxide in the presence of a base to give a beta ketosulphoxide (IV; Q = CH2SOCH3) and treating with a halogenating agent, and MeOH in acid to give (IV; Q = C(O)OMe); (k) reacting (IV; Q = C(O)OMe) and/or (VIIb) with O-methylhydroxylamine or its acid addn. salt to give (I). Q = R1CH2SOMe, OH, Cl, CN or C(O)NNR; X, Y = halo, 1-4C alkyl, 1-4C alkoxy or CF3; m = 0-4; n = 0-3; R = 1-4C alkyl.

    New oxime ether derivs.
    40.
    发明专利

    公开(公告)号:DE3937457A1

    公开(公告)日:1991-05-16

    申请号:DE3937457

    申请日:1989-11-10

    Applicant: BASF AG

    Abstract: Oxime ethers of formula (I) are new; where R1 = 1-6C alkyl, 3-6C alkenyl, 3-4C alkynyl, 1-6C haloalkyl, 3-6C haloalkenyl, (1-4C) alkoxy (1-6C) alkyl, 3-6C cycloalkyl, (3-6C) cycloalkyl (1-4C) alkyl, cyano (1-6C) alkyl, (27-C) alkoxycarbonyl (1-6C) alkyl, aryl (1-6C) alkyl, heteroaryl (1-6C) alkyl, aryl (3-6C) alkenyl or aryloxy (1-6C) alkyl, where aryl and heteroaryl are opt. substd. by 1-4C alkyl, 1-2C haloalkyl, 3-6C cycloalkyl, 1-4C alkoxy, 1-2C haloalkoxy, halogen, aryl aryl and/or aryloxy; R2 and R3 = H, 1-4C alkyl, 1-2C haloalkyl, 1-4C alkoxy, 1-2C haloalkoxy, halogen, CN or NO2; R4 = H, 1-6C alkyl, or aryl opt. substd.e by 1-4C alkyl, 1-2C haloalkyl, 1-4C alkoxy, 1-2C haloalkoxy, halogen, CN and/or NO2; X = CH or N. Intermediates of formula (II) are also new.

Patent Agency Ranking