Isopropanol from acetone

Capacity of Plant for Producing Acetone from Isopropanol 841... 

Equipment Design for the Production of Acetone from Isopropanol 842... 

You are designing a plant for the production of acetone from isopropanol. Acetone is produced according to the following reaction ... 

About 3 grams of 0-methylcholine chloride are stirred at room temperature with an excess of phosgene dissolved in 50 grams of chloroform, for about 2 hours. Excess phosgene and hydrochloric acid are removed by distillation under vacuo. Additional chloroform is added to the Syrup and the mixture is poured into excess ammonia dissolved in chloroform and cooled in solid carbon dioxide-acetone. The solid is filtered and extracted with hot absolute alcohol. The solid in the alcohol is precipitated with ether, filtered, and recrystallized from isopropanol. The carbaminoyl-0-methylcholine chloride obtained has a melting point of about 220°C. 

A solution made up of 10 grams of m-dimethylaminophenol, 50 cc of acetone and 13 gram of ethyl iodide was heated at 50°C for five hours. On addition of ether to the cooled solution, (3-hydroxyphenyl)ethyl dimethylammonium iodide precipitated as an oil which soon crystallized. Upon recrystallization from isopropanol the compound had a MP of 113° to 115°C. 

Bis(3,5-di-tert-butyl-4-hydroxyphenyl) acetone mercaptole, melting at 125°C to 126°C is prepared by employing 2,6-di-tert-butyl-4-mercaptophenol and acetone as starting materials. In one representative procedure, the 2,6-di-tert-butyl-4-mercaptophenol (47.5 g, 0.2 mol) is dissolved in methanol (50 ml) heated at a temperature of 50°C. A catalytic amount of concentrated hydrochloric acid (1 ml) is added, followed by acetone (5S g,0.1 mol). The temperature of the mixture rises to about 60°C, and is maintained at about 60°C to 65°C for 1.5 hours. The mixture is cooled, diluted with water and about 10 ml of aqueous sodium bicarbonate and extracted with ether. The ether extract is evaporated, and the product is obtained as a residue, which is recrystallized from ethanol and then from isopropanol to obtain the bis(3,5-di-tert-butyl-4-hydroxyphenyl) acetone mercaptole as a crystalline solid melting at about 125°Cto 126°C. 

Acetone (2-propanone), is produced from isopropanol by a dehydrogenation, oxidation, or a combined oxidation dehydrogenation route. 

Methoxypurine was found to crystallize as a hemihydrate from /V,/V -dimethyl formamide, and as a trihydrate from water [63]. Thermal treatment of the trihydrate could be used to obtain the hemihydrate. Zafirlukast was obtained in the form of monohydrate, methanol, and ethanol solvatomorphs, with the drug substance adopting a similar conformation in all three structures [64], In the isostructural methanol and ethanol solvates, the solvent molecules are hydrogen-bonded to two zafirlukast molecules, while in the monohydrate, the water molecules are hydrogen-bonded to three zafirlukast molecules. The structures of the acetone and isopropanol solvatomorphs of brucine have been reported, where the solvent controlled the self-assembly of brucine on the basis of common donor-acceptor properties [65],... 

Ketimines were hydrogenated faster than aldimines, and electron-donating groups accelerated the rate of hydrogenation. The OH and RuH bonds are regenerated by hydrogen transfer to the unsaturated 16-electron Ru complex from isopropanol, generating acetone (Scheme 7.13). 

Acetone can also be produced from isopropanol using several methods, but the main method is by catalytic dehydrogenation ... 

In this process, 10 g of ll-hydroxy-2-(2-triphenylmethyloxyethyl)-6,ll-dihydrodibenz[b,e]oxepin is dissolved in a solution comprising 800 ml of acetone, 1000 ml of water, 20 ml of saturated aqueous magnesium sulfate solution and 0.2 g of disodium phosphate. To the solution is dropwise added 2.6 g of aqueous sodium permanganate solution and the mixture is stirred at room temperature for 4.5 hours. Then, 100 ml of methanol is added thereto and the mixture is heated at reflux for 3 hours. After allowing the mixture to stand for cooling, the mixture is filtered and the filtrate is extracted with 1000 ml of ethyl acetate, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is distilled away under reduced pressure and the resultant crude product is recrystallized from isopropanol to obtain 8.0 g of the desired product having melting point of 132°-134°C as a white crystal. 

E) Preparation of 4-[l -Methyl-Piperidylidene-(4 )]-9,10-Dihydro-4H-Benzo[4,5]Cyclohepta[l,2-b]Thiophene Hydrochloride 2 g of 4-[l -methyl-piperidyl-(4 )]-9,10-dihydro4H-benzo[4,5]cyclohepta[l,2-b]thiophen-(4)-ol, 60 ml of glacial acetic acid and 20 ml of concentrated hydrochloric acid are boiled for 30 minutes under reflux. After evaporating in a vacuum, the residue is triturated with 3 ml of acetone, the precipitated hydrochloride is then filtered off and it is recrystallized from isopropanol/ether. MP 261° to 263°C (decomposition). 

The recovery of the various solvents from the oleoresin sample, with respect to the recovery of benzene, is as follows hexane, 52% acetone, 85% isopropanol, 100% methylene chloride, 87.5% trichloroethylene, 113% ethylene dichloride,... 

PROP Crystals from acetone or butanone. Mp 142-144°. a-Form Crystals from isopropanoL Mp 134-136°. 

Polystyrene-Aluminum chloride,10 Aluminum chloride forms a water-stable complex with polystyrene-divinylbenzene (1.8%) copolymer11 denoted as (P) A1C13. In a typical preparation, the copolymer beads (59-100 mesh, 31.0 g.) are treated with carbon disulfide and then anhydrous aluminum chloride (7.5 g.). The mixture is stirred at reflux for 40 min. and then excess AIC13 is destroyed by cautious addition of water. The mixture is stirred until the original orange color fades to light yellow. The (Pf-AlClj is filtered, washed with water, then successively with ether, acetone, hot isopropanol, and ether, and finally dried in a vacuum oven for 18 hr. The complex is stable to the atmosphere for over one year. The anhydrous aluminum chloride can be released from the polymer by swelling with various solvents benzene, hexane, carbon disulfide. 

Under most assay conditions, ADH is reasonably specific for ethanol. Interference, relative to ethanol, is generahy about 7% for isopropanol, 3% for methanol, and 4% for ethylene glycol. Reagent kits for use with manual spectrophotometers or automated analyzers are available from several manufacturers. Some manufacturers (Dade-Behring [flcfl], Abbott [TDx], Dade-Behring [EMIT]) claim interference from isopropanol, methanol, acetone, and ethylene glycol to be less than 1%. 

Properties Odorless white to pink crystals from MeOH (aq). Mp 148-149°. Sol in methanol, ethanol, acetone, acetonitrile, isopropanol, p-dioxane, ethyl acetate, and methylene chloride. 

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