Aromatic or aromatic-heterocyclic alkanoic ester prodn. - by anodic acyloxylation in presence of alkyl-ammonium alkanoate

    公开(公告)号:DE2601541A1

    公开(公告)日:1977-07-21

    申请号:DE2601541

    申请日:1976-01-16

    Applicant: BASF AG

    Abstract: Electrochemical prodn. of aromatic or aromatic-heterocyclic alkanoic esters (I) involves anodic acyloxylation of aromatic (heterocyclic) cpds. (II) with a low-mol. alkanoic acid (III) in the presence of a conductive salt (IV). In the parent patent, (IV) has the formula (RMR2R3NH) circled positive (OOCR4) circled negative (in which R1-3 are 1-8C alkyl and one of these can be H; R4 is H or 1-6C alkyl) and it is recovered by distn. after acyloxylation. The improvement comprises the use of (IV) of the formula (R5NH3) circled positive (OOCR4) circled negative (IVa) (in which R5 is alkyl). (IVa) can be recovered by simple distn., when they are converted to the corresp. carbon-amides by elimination of water. In an example, naphthalene acetate was prepd. by anodic acetoxylation of naphthalene with AcOH contg. MeNH2.

    26.
    发明专利
    未知

    公开(公告)号:DE2434845A1

    公开(公告)日:1976-02-05

    申请号:DE2434845

    申请日:1974-07-19

    Applicant: BASF AG

    Abstract: 1507920 Esters BASF AG 18 July 1975 [19 July 1974] 30186/75 Heading C2C [Also in Division C7] In electrochemical manufacture of an aromatic or heterocyclic ester by anodic acyloxylation of an aromatic or heterocyclic compound with an alkanoic acid, electrolysis is carried out in the presence of a conducting salt where R 1 , R 2 , and R 3 are the same or different and are H or alkyl, at least one being alkyl, and R 4 is H or C 1 -C 6 alkyl. The aromatic compound may be a benzene derivative, a naphthalene, anthracene, phenanthrene, acenaphthene, acenaphthylene, tetracene, perylene or chrysene; the heterocyclic compound may be quinoline or benzofuran; substituent groups on the aromatics may be alkyl, aryl, alkoxy, aryloxy, halogen, acyloxy, acylamino, cyano, nitro, or sulphonate; examples are given. Alkanoic acids mentioned are formic, acetic, propionic, butyric, valeric, isovaleric, and caproic; said salt may be made by reacting a suitable amine with such acid and may be trimethylammonium formate, acetate or propionate; triethyl ammonium formate, acetate or propionate, tri-n-butylammonium acetate, dimethylammonium formate, acetate or propionate, or diethylammonium acetate. The anode may be graphite, PbO 2 , Pt or Au, and the cathode graphite, Fe, steel or Pb; the electrode spacing may be 0À25-2 mm. and the C.D. 0À1- 30 A/dm. 2 ; a charge of 0À4-1À5 F/mole causes monoacyloxylation, and >2F/mole a higher degree. The electrolyte may comprise 5-60 wt. per cent aromatic or heterocyclic compound, 5-70% alkanoic acid, 1-20% of the salt and 0-50% of an inert co-solvent; everything apart from the product may be removed afterwards by distillation.

Patent Agency Ranking