The invention relates to a process for producing 17-oxabicyclo[14.1.0]heptadec-8-ene comprising a reaction with the reactants cyclohexadeca-1,9-diene and hydrogen peroxide.

The invention relates to a process for producing 17-oxabicyclo[14.1.0]heptadec-8-ene comprising a reaction with the reactants cyclohexadeca-1,9-diene and hydrogen peroxide.

The present invention relates to modification of hydratable cement and cementitious materials, such as mortar cement and masonry or ready-mix concrete using ketone alcohol oil waste (KAOW) material, obtained as an alkali-soluble liquor waste byproduct at a certain stage in the commercial production of cyclohexanol and cyclohexanone. Preferred applications for KAOW are in chemical admixture formulations whereby KAOW is used to substitute for a portion of a cement dispersant such as sodium lignosulfonate, sodium gluconate, or other conventional dispersant. Another preferred use is in mortar cement and masonry concrete units such as blocks, pavers, curbstones, and other concrete masonry units wherein air void systems advantageously foster freeze-thaw durability.

The present invention relates to modification of hydratable cement and cementitious materials, such as mortar cement and masonry or ready-mix concrete using ketone alcohol oil waste (KAOW) material, obtained as an alkali-soluble liquor waste byproduct at a certain stage in the commercial production of cyclohexanol and cyclohexanone. Preferred applications for KAOW are in chemical admixture formulations whereby KAOW is used to substitute for a portion of a cement dispersant such as sodium lignosulfonate, sodium gluconate, or other conventional dispersant. Another preferred use is in mortar cement and masonry concrete units such as blocks, pavers, curbstones, and other concrete masonry units wherein air void systems advantageously foster freeze-thaw durability.

Provided is a process for recovery of a functionalized compound reaction product comprising contacting (i) an oxidizing electrophile comprising a main group element, and (ii) a compound comprising at least one CH bond, in an acidic medium to form a reaction milieu comprising a functionalized compound reaction product, contacting the reaction milieu with a water-immicible organic solvent, separating the water-immiscible organic solvent from the reaction milieu, wherein the functionalized compound reaction product is dissolved in the water-immiscible organic solvent, and separating the functionalized compound reaction product and the water-immiscible organic solvent. The water-immiscible extraction solvent can be the same compound as the compound comprising as least one CH bond, for example, propane or n-butane.

Provided is a catalyst for manufacturing an unsaturated aldehyde and/or an unsaturated carboxylic acid, which is prepared by a method in which a molybdenum component raw material is composed of only an ammonium molybdate, the weight of water for dissolution is 8.5 times or less relative to the weight of molybdenum contained in the ammonium molybdate; and a bismuth component raw material is composed of only bismuth nitrate, the weight of a nitric acid aqueous solution for dissolution is 2.3 times or more relative to the weight of bismuth contained in the bismuth nitrate, and a nitric acid concentration in the nitric acid aqueous solution for dissolving the bismuth nitrate is 10% by weight or more.

Provided is a catalyst for manufacturing an unsaturated aldehyde and/or an unsaturated carboxylic acid, which is prepared by a method in which a molybdenum component raw material is composed of only an ammonium molybdate, the weight of water for dissolution is 8.5 times or less relative to the weight of molybdenum contained in the ammonium molybdate; and a bismuth component raw material is composed of only bismuth nitrate, the weight of a nitric acid aqueous solution for dissolution is 2.3 times or more relative to the weight of bismuth contained in the bismuth nitrate, and a nitric acid concentration in the nitric acid aqueous solution for dissolving the bismuth nitrate is 10% by weight or more.

Methods involving preparation of building blocks of 2,7-dihydroxy-9-fluorenone toward the synthesis of tilorone dihydrochloride salt and other salts (bromide, iodide, fluoride, citrate, oxalate, maleate, phosphate, tartrate, triflate, trifluoroacetate, tetrafluoroborate) of tilorone, and an efficient, safe, cost effective method for the preparation of 2,7-bis-[2-(diethylamino)ethoxy]-fluorenone-9 and its various salts are developed. The methods involve oxygenation of fluorene, nitration of fluorenone, followed by reduction and diazotization toward the formation of 2,7-dihydroxy-9-fluorenone, which is the key intermediate for the formation of 2,7-bis-[2-(diethylamino)ethoxy]-9-fluorenone-dihydrochloride (Tilorone dihydrochloride) and other tilorone salts. The synthesis method has relatively simple operation, mild reaction conditions, high yield, and simple process with yields of 80-97%. Subsequent product purification of this method uses filtration and crystallization methods, avoiding the existing methods of column chromatography. Therefore, the research of its synthetic method being with a wide range of applications from the drug development and material synthesis point of view.

Methods involving preparation of building blocks of 2,7-dihydroxy-9-fluorenone toward the synthesis of tilorone dihydrochloride salt and other salts (bromide, iodide, fluoride, citrate, oxalate, maleate, phosphate, tartrate, triflate, trifluoroacetate, tetrafluoroborate) of tilorone, and an efficient, safe, cost effective method for the preparation of 2,7-bis-[2-(diethylamino)ethoxy]-fluorenone-9 and its various salts are developed. The methods involve oxygenation of fluorene, nitration of fluorenone, followed by reduction and diazotization toward the formation of 2,7-dihydroxy-9-fluorenone, which is the key intermediate for the formation of 2,7-bis-[2-(diethylamino)ethoxy]-9-fluorenone-dihydrochloride (Tilorone dihydrochloride) and other tilorone salts. The synthesis method has relatively simple operation, mild reaction conditions, high yield, and simple process with yields of 80-97%. Subsequent product purification of this method uses filtration and crystallization methods, avoiding the existing methods of column chromatography. Therefore, the research of its synthetic method being with a wide range of applications from the drug development and material synthesis point of view.

Copper(II) bromide mediated oxidation of acylated enol and use of the reaction in the synthesis of ,-unsaturated or -bromo ketones or aldehydes are disclosed. The method provides an efficient and practical process for manufacturing dehydrohedione (DHH) and many other versatile ,-unsaturated or -bromo ketones or aldehydes in large scales to avoid using precious metal compounds.