Basf Aktiengesellschaft

Lothar Janitschke

Werner Hoffmann

Ernst Buschmann

Ulrich Karl

Andreas Kling

Andreas Haupt

Thomas Zierke

Wilhelm Amberg

Bernd Janssen

Kurt Ritter

Marco Thyes

Harald Bernard

Bernd De Potzolli

Stefan Muller

Eberhard Ammermann

Gisela Lorenz

Hubert Sauter

Rainer Becker

Thomas Kuekenhoehner

Walter Himmele

Franz Roehl

Manfred Stroezel

Dieter Degner

Matthias Zipplies

Lothar Arnold

Gerald Lauterbach

Roland Martin

Hans-Juergen Scheiper

Klaas Jansen

Stefan M&uuml;ller

Hans-Heinrich Lenz

Wolfgang Barth

Bernd Potzolli

Michael Heullmann

Herbert Gropp

Marius Bugglin

Compounds useful for the synthesis of dolastatin analogs

Active peptide and its preparation

A process for preparing high-purity isobutyramide which comprises reacting isobutyryl chloride in toluene or xylene at -15.degree. to 30.degree. C. with ammonia is described.

Preparation of high-purity isobutyramide

Process for the preparation of 3,7-dialkylxanthines

Cycloalkylidene derivatives of the general formulae Ia to Ic ##STR1## where the dashed line is a possible additional chemical bond, the radicals R.sup.1 are identical or different C.sub.1 -C.sub.4 -alkenyl groups, R.sup.2 and R.sup.3 are each methyl or ethyl, R.sup.4 is hydrogen or one of the radicals R.sup.1, X is oxygen, methylene or a chemical bond, m is from 0 to 3 or, when X is methylene, is from 1 to 3, or, when X is methylene and R.sup.1 is methyl, is from 2 to 3 and n is from 0 to 3, are used as fragrance materials.

Cycloalkylidene derivatives and fragrance composition

A process for the preparation of a tetralin derivative of the formula ##STR1## where X is a --CH.sub.2 --, --CH(OH)-- or --CO-- group, R.sup.1 is one of the groups --COCH.sub.3, --CH(OR.sup.3).sub.2 or --CHO, R.sup.2 is hydrogen or methyl and R.sup.3 is alkyl of 1 to 4 carbon atoms, by electrochemical oxidation of a compound of the formula ##STR2## where R.sup.4 is methyl or ethyl and X and R.sup.2 have the abovementioned meanings, and novel tetralin derivatives.

Preparation of tetralin derivatives, and novel tetralin derivatives

N,N'-disubstituted piperazines of the general formula I ##STR1## where the group  is unsaturated (.dbd.) or saturated (--) and the substituents R.sup.1, R.sup.2 and A have the following meanings:

N,N'-disubstituted piperazines

Process for the preparation of the compounds of the formulae Ia and Ib ##STR1## wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb ##STR2## is treated with a strong aqueous acid at from 30.degree. to 80.degree. C., preferably from 40.degree. to 70.degree. C.,

Novel preparation of compounds of the 4-oxodamascone series, and novel

Novel disubstituted bicyclo[2.2.1]heptanes of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.3 -alkyl, R.sup.2 is C.sub.1 -C.sub.8 -alkyl or-alkenyl, R.sup.3 and R.sup.4 together are .dbd.O, .dbd.CH--CN, .dbd.CH--CO--OCH.sub.3 or .dbd.CH--CO--OC.sub.2 H.sup.5, or R.sup.3 is hydrogen, --CH.sub.3, --CH.dbd.CH.sub.2 or --C.tbd.CH when R.sup.4 is --OH or --O--CO--CH.sub.3, or R.sup.3 is H when R.sup.4 is --CH.sub.2 --CO--OCH.sub.3, --CH.sub.2 --CO--OC.sub.2 H.sub.5 or --CH.sub.2 --C.tbd.N and one or both of the dashed lines may be a further bond, are obtained by subjecting cyclopentadiene to a Diels-Alder reaction with an unsaturated ketone, this reaction being catalyzed by a Lewis acid, and then subjecting the compound of the formula Ia ##STR2## initially formed to a reduction, a Grignard reaction or a reaction with diethylphosphonoacetonitrile or ethyl phosphonoacetate and NaH. They can be used as scents and/or aromas or as intermediates for scents.

Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, their

s-Triazine compounds which can be used as sunscreen agents are prepared in a technically simpler manner by a process in which an ester of a branched alkanoic acid with a saturated aliphatic alcohol or, if appropriate, a mixture of such alcohols is used as the solvent in the reaction of a cyanuric halide with a p-aminobenzoate.

Preparation of s-triazine derivatives

4-Substituted but-3-ene-1-carboxylic acids and their esters R.sup.1 R.sup.2 C.dbd.CH--CH.sub.2 --CO--O--R.sup.3 (I, where R.sup.1 is an organic radical, R.sup.2 is H or R.sup.1, or R.sup.1 and R.sup.2 together form a 5-membered to 20-membered ring, and R.sup.3 is H or lower alkyl) are prepared by carbonylation of R.sup.1 R.sup.2 C(OH)--CH.dbd.CH.sub.2 (II) in the presence of an alcohol R.sup.3' --OH (III, where R.sup.3' is lower alkyl) or, for the preparation of the acids I alone, in the absence of an alcohol III, at from 50.degree. to 150.degree. C. and under from 200 to 700 bar, using a complex of a palladium halide and a tertiary organic phosphine.

Preparation of 4-substituted but-3-ene-1-carboxylic acids and their

Process for the preparation of the compounds of the formulae Ia and Ib ##STR1## wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb ##STR2## is treated with a strong aqueous acid at from 30.degree. to 80.degree. C., preferably 40.degree. to 70.degree. C.,

Preparation of compounds of the 4-oxodamascone series, and novel scents

1-Formyl-2,6,6-trimethyl-cyclohex-1-ene derivatives of the formula I ##STR1## where R is --H or --CH.sub.3 and A is O or NOH are prepared by nitrosylating the corresponding 1-formyl-2,6,6-trimethyl-cyclohex-1-ene or -cyclohex-2-ene and, where appropriate, hydrolyzing the resulting oxime (where A is NOH) to the corresponding ketone (where A is O). The compounds I, except where R is H and A is O, are novel.

1-Formyl-tri- and tetramethyl-cyclohex-1-en-3-one oximes

An improved process for the preparation of unsaturated ketones of the general formula I ##STR1## where R.sup.1 is --CH.sub.3, ##STR2## and R.sup.2 and R.sup.3 are different and each is H or --CH.sub.3, by reacting an aldehyde of the general formula II ##STR3## with a molar excess of acetone or methyl ethyl ketone at an elevated temperature in the presence of an aqueous alkali metal hydroxide solution, wherein (a) all the reactants are mixed thoroughly, (b) the temperature is kept at from 10 to 120.degree. C. above the boiling point of the lowest-boiling component and (c) the pressure is kept at from p to 100 bar, where p is the vapor pressure of the mixture at the reaction temperature. The products methylpseudoionone, dimethylpseudoionone, pseudoirone, methylpseudoirone and dimethylpseudoirone are useful scents and scent intermediates. In addition, pseudoionone is an important intermediate for the industrial preparation of vitamin A, and 6-methyl-hepta-3,5-dien-2-one is a sought-after aromatic.

Preparation of polyunsaturated ketones

Growing community of inventors

Kleinniedesheim, Germany

Lothar Janitschke