PRODUCTION OF HEXAHYDROFARNESYL ACETONE AND NEW INTERMEDIATE FOR THE PRODUCTION

    公开(公告)号:JPH1045659A

    公开(公告)日:1998-02-17

    申请号:JP11733997

    申请日:1997-05-08

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To provide a method for producing hexahydrofarnesyl acetone, enabling to obtain the compound from inexpensive and safe reaction components in short processes by reacting a specific geraniol compound with an alkoxy compound, heating the reaction product under the release of an alkanol, condensing the product with acetone, and subsequently reducing the condensation product. SOLUTION: This method comprises reacting (B) 6,7-dihydrogeraniol of formula I with (C) (C1 ) a compound of formula II (R is a 1-4C alkyl such as methyl) or (C2 ) a compound of formula III in the presence of (A) an acidic catalyst such as fulfuric acid or p-toluenesulfonic acid at a temperature of 50-120 deg.C, especially 80-110 deg.C, heating the obtained compound of formula IV in the presence of the component A under the release of a compound of the formula: ROH at 120-250 deg.C, especially 125-170 deg.C, condensing the obtained 10,11-dihydro-farnesal of formula V with acetone by a Claisen Schmidt reaction, and subsequehtly catalytically reducing the obtained 13,14-dihydro-3,4-dehydro-farnesyl acetone.

    4.
    发明专利
    未知

    公开(公告)号:DE3484021D1

    公开(公告)日:1991-02-28

    申请号:DE3484021

    申请日:1984-03-07

    Applicant: BASF AG

    Abstract: Process for the preparation of the compounds of the formulae Ia and Ib Ia Ib wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb (IIb) is treated with a strong aqueous acid at from 30 DEG to 80 DEG C., preferably from 40 DEG to 70 DEG C., B. the resulting ketone of the formula IIIb (IIIb) is oxidized in a conventional manner, and C. if desired, the resulting compound Ib is isomerized in a conventional manner. Compounds of the formula A (A) where R is one of the following radicals: -CH(OH)-CH2-CH=CH2 (IIIb), -CH(OH)-CH3 (IIIc), -CH2OH (IIId), -CH(OH)-CH=CH2 (IIIe), -CH(OCOCH3)-CH3 (IIIf), -CH2-OCOCH3 (IIIg), -CO-CH2-CH=CH2 (Ib), -CO-CH3 (Ic), and -CO-CH=CH2 (Ie). The compounds IIIb to IIIg, Ib, Ic and Ie are useful scents and aromas, and furthermore may become important intermediates for novel carotenoids. They can be prepared in a relatively simple manner from compounds which are very readily available.

    5.
    发明专利
    未知

    公开(公告)号:DE3482384D1

    公开(公告)日:1990-07-05

    申请号:DE3482384

    申请日:1984-03-07

    Applicant: BASF AG

    Abstract: Process for the preparation of the compounds of the formulae Ia and Ib Ia Ib wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb (IIb) is treated with a strong aqueous acid at from 30 DEG to 80 DEG C., preferably from 40 DEG to 70 DEG C., B. the resulting ketone of the formula IIIb (IIIb) is oxidized in a conventional manner, and C. if desired, the resulting compound Ib is isomerized in a conventional manner. Compounds of the formula A (A) where R is one of the following radicals: -CH(OH)-CH2-CH=CH2 (IIIb), -CH(OH)-CH3 (IIIc), -CH2OH (IIId), -CH(OH)-CH=CH2 (IIIe), -CH(OCOCH3)-CH3 (IIIf), -CH2-OCOCH3 (IIIg), -CO-CH2-CH=CH2 (Ib), -CO-CH3 (Ic), and -CO-CH=CH2 (Ie). The compounds IIIb to IIIg, Ib, Ic and Ie are useful scents and aromas, and furthermore may become important intermediates for novel carotenoids. They can be prepared in a relatively simple manner from compounds which are very readily available.

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