Translation of "Cycloheptanone" in German

The synthesis of cyclic ketones such as cycloheptanone (suberone) has been comprehensively described in the literature.

Suitable developer fluids according to the invention are straight-chain or branched aliphatic and cycloaliphatic or alkyl-substituted cycloaliphatic ketones having 3 to 7 carbon atoms, such as, for example, acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone, methyl tertiary-butyl ketone, cyclopentanone, cyclohexanone, cycloheptanone, 2- or 3-methylcyclopentanone or ethylcyclopentanone, or 2-, 3- or 4-methylcyclohexanone.

11.85 g (50 mmol) of N-(2-bromobenzyl)-imidazole were added dropwise to this solution at -78° C., stirring was carried out for half an hour and 5.6 g (50 mmol) of cycloheptanone were then added at this temperature.

This compound was prepared in analogy to the procedure described in Example 51 under (a), starting from cycloheptanone.

Optionally substituted aromatic hydrocarbons such as benzene, toluene, 1,2-, 1,3- and 1,4-dimethylbenzene, 1,2,4- and 1,3,5-trimethylbenzene, 1,2,3,5- and 1,2,4,5- tetramethylbenzene, 1,3,5-triethylbenzene, hexybenzene, heptylbenzene, octylbenzene, nonylbenzene, decylbenzene; halogen substituted aromatic hydrocarbons such as nitro benzene, 3-nitrotoluene, 2-nitro-m-xylene, 5-nitro-m-xylene and 4-nitroanisol; aliphatic and aromatic ketones such as cyclohexanone, cycloheptanone, di-n-butylketone, di-n-amyl- ketone; and ethers such as diethylene glycol-dimethylether, diethylene glycol diethylether, diisoamylether, di-n-amylethers have proven to work particularly well and are, therefore, used on a preferred basis.

Suitable ketones for the novel process are acyclic ketones, such as acetone, methyl ethyl ketone, diethyl ketone, dipropyl ketones and dibutyl ketones, and cyclic ketones, such as cyclopentanone, cyclohexanone and cycloheptanone.

This synthesis of cycloheptanone (suberone) from suberic-acid esters in the gas phase is new and unexpected at high yields and high selectivities using aluminum oxide support catalysts doped with zinc oxide and/or cerium oxide.

According to Scheme 1, the starting materials used are cyclic ketones I, such as, for example, cycloheptanone or cyclooctanone (n=5, 6).

The process as claimed in claim 7, wherein the resin further comprises reacted units of one or more ketones selected from the group consisting of acetone, acetophenone, methyl ethyl ketone, 2-heptanone, 3-pentanone, methyl isobutyl ketone, cyclopentanone, picacolone, cyclododecanone, a mixture of 2,2,4- and 2,4,4-trimethylcyclopentanone, cycloheptanone, and cyclooctanone.

Taking into account the cycloheptanone (suberone) dissolved in the aqueous phase, the organic components of the water phase are separated by removing the water from the circuit to form a second organic phase.

Cycloheptanone (suberone) is prepared by first evaporating suberic-acid esters which are reacted in alcoholic and/or aqueous dilution in the gas phase on aluminum oxide support catalyst doped with zinc oxide and/or cerium oxide at temperatures between 300° and 600° C.

Having in mind the limitations of the prior art, it is an object of the present invention to provide a process whereby easily available raw materials produce cycloheptanone at high yields and selectivities and relatively few accessory materials alien to the system are used.

Compounds of general formula Ia wherein A represents an unsubstituted cyclopentanone, cyclohexanone or cycloheptanone fused onto the thienodiazepine may, for example, be prepared from the 2-amino-3-benzoyl-thieno derivatives containing a carbonyl function using one of the methods described above.

Suitable ketones for preparation of the inventive condensation resins include any conventionally known CH-acidic ketones or mixtures thereof, for example acetone, acetophenone, methyl ethyl ketone, pentan-3-one, cyclopentanone, cyclododecanone, mixtures of 2,2,4- and 2,4,4-trimethylcyclopentanone, cycloheptanone, cyclooctanone, cyclohexanone and alkyl-substituted cyclohexanones such as 4-tert-amylcyclohexanone, 2-sec-butylcyclohexanone, 2-tert-butylcyclohexanone, 4-tert-butylcyclohexanone, 2-methylcyclohexanone and 3,3,5-trimethylcyclohexanone.

For the case which is particularly preferred in accordance with the invention, that the mixture G 1 used in the process according to the invention comprises a monocyclic olefin selected from the group consisting of cyclopentene, cyclohexene, cycloheptene, cyclooctene and mixtures thereof, a monocyclic ketone selected from the group consisting of cyclopentanone, cyclohexanone, cycloheptanone, cyclooctanone and mixtures thereof is obtained.

Cyclopentanone (V), cyclohexanone (VI), cycloheptanone (VII) and cyclooctanone (VIII) are depicted below.

Examples of important ketones which are used as solvents or intermediates for the preparation of dyes, crop protection agents, drugs and vitamins and which are also obtainable by the novel process from the corresponding acids are diethyl ketone, di-n-propyl ketone, diisopropyl ketone, methyl propyl ketone, methyl isopropyl ketone, ethyl isopropyl ketone, nonan-5-one, octane-2,7-dione, cyclopentanone, cycloheptanone, acetophenone, propiophenone, butyrophenone, isobutyrophenone, valerophenone, phenylacetone, 1,2-diphenylacetone, cyclohexyl methyl ketone, cyclohexyl phenyl ketone, cyclopropyl methyl ketone, pinacolone and even heterocyclic ketones, such as 3-acetylpyridine, 4-acetylpyrazole and 4-acetylimidazole.

Suitable ketones for preparing the ketone-aldehyde resins (component A) include all ketones, especially acetone, acetophenone, methyl ethyl ketone, heptan-2-one, pentan-3-one, methyl isobutyl ketone, cyclopentanone, cyclododecanone, mixtures of 2,2,4- and 2,4,4-trimethylcyclopentanone, cycloheptanone and cyclooctanone, cyclohexanone and all alkyl-substituted cyclohexanones having one or more alkyl radicals containing in total 1 to 8 carbon atoms, individually or in a mixture.