PRODUCTION OF UNSATURATED KETONE
    1.
    发明专利

    公开(公告)号:JPH11152245A

    公开(公告)日:1999-06-08

    申请号:JP25520098

    申请日:1998-09-09

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To obtain an unsaturated ketone which is an intermediate for synthesizing a useful flavor and a natural substance by reacting isopropenyl ether with a ketal of acetone with propene, etc., in the reaction between an allyl alcohol and isopropenyl ether. SOLUTION: An allyl alcohol of formula I (R to R are each H, an alkyl, an alkenyl or the like) or a propargyl alcohol of formula II is reacted with an isopropenyl ether of formula III (R is 1-4C alkyl) with forming a ketal of formula IV to give unsaturated ketones of formula V and formula VI. The isopropenyl ether of the formula III is obtained by reacting the ketal of formula IV with propyne or allylene or its mixture in a vapor phase at a raised temperature in the presence of a heterogeneous catalyst containing silicon or oxygen and zinc or cadmium. The ketal of the formula IV is resupplied for producing the isopropenyl ether of the formula III.

    2.
    发明专利
    未知

    公开(公告)号:AT208363T

    公开(公告)日:2001-11-15

    申请号:AT98116052

    申请日:1998-08-26

    Applicant: BASF AG

    Abstract: Unsaturated ketones, comprising optionally substituted but-3-enyl and/or buta-2.3-dienyl methyl ketones, are prepared by: (a) reacting allyl alcohols and/or propargyl alcohols with isopropenyl ethers, with formation of ketals as by-product; (b) preparing isopropenyl ethers by catalytic gas phase reaction of ketals with propyne and/or allene; and (c) feeding the ketal from stage (a) into stage (b). The but-3-enyl methyl ketones of formula (Ia) and but-2,3-dienyl methyl ketones of formula (Ib) formed, allyl alcohols of formula (IIa) and/or propargyl alcohols of formula (IIb) and isopropenyl ethers (III) used as starting materials are ketals (IV). R1, R2, R3, R4, R5 = H or (cyclo)alkyl, (cyclo)alkenyl or ar(alk)yl (optionally containing O); or R1R2 = 5-6-membered ring; and R6 = 1-4C alkyl. (III) are prepared by the gas phase reaction of (IV) and propyne or allene at elevated temperature in the presence of a heterogeneous catalyst containing Zn or Cd plus Si and O.

    4.
    发明专利
    未知

    公开(公告)号:DE19739716A1

    公开(公告)日:1999-03-11

    申请号:DE19739716

    申请日:1997-09-10

    Applicant: BASF AG

    Abstract: Unsaturated ketones, comprising optionally substituted but-3-enyl and/or buta-2.3-dienyl methyl ketones, are prepared by: (a) reacting allyl alcohols and/or propargyl alcohols with isopropenyl ethers, with formation of ketals as by-product; (b) preparing isopropenyl ethers by catalytic gas phase reaction of ketals with propyne and/or allene; and (c) feeding the ketal from stage (a) into stage (b). The but-3-enyl methyl ketones of formula (Ia) and but-2,3-dienyl methyl ketones of formula (Ib) formed, allyl alcohols of formula (IIa) and/or propargyl alcohols of formula (IIb) and isopropenyl ethers (III) used as starting materials are ketals (IV). R1, R2, R3, R4, R5 = H or (cyclo)alkyl, (cyclo)alkenyl or ar(alk)yl (optionally containing O); or R1R2 = 5-6-membered ring; and R6 = 1-4C alkyl. (III) are prepared by the gas phase reaction of (IV) and propyne or allene at elevated temperature in the presence of a heterogeneous catalyst containing Zn or Cd plus Si and O.

    6.
    发明专利
    未知

    公开(公告)号:DE19649564A1

    公开(公告)日:1998-06-04

    申请号:DE19649564

    申请日:1996-11-29

    Applicant: BASF AG

    Abstract: Improved method for the production of gamma , delta -unsaturated ketones desired as odoriferous substances or as intermediate products for vitamins or carotinoids by the reaction of tertiary allyl alcohols and alkenyl alkyl ethers in the presence of acid catalyzers at high temperature. It is characterized in that the reaction is carried out in the presence of a phosphorus derivative of general formula (IV), in which A and B stand for a branched or unbranched alkyl or alkoxy radical with 1 to 10 C atoms, an optionally substituted aryl radical, cycloalkyl radical, aryloxy radical or cycloalkyloxy radical. In addition, A can stand for -H or -OH, or A and B together stand for an optionally substituted tetramethylene or pentamethylene radical, or for an optionally substituted phenyl-1,2-diol radical or a 1,1'-binaphthyl-2,2'-diol radical.

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