Ketone propiophenone

Reduction of the ethylenic compound gives a ketone, propiophenone (III), with one more methylene group than the ketone used in the original preparation ... 

This two-step sequence can synthesize many alkylbenzenes that are impossible to make by direct alkylation. For example, we saw earlier that n-propylbenzene cannot be made by Friedel-Crafts alkylation. Benzene reacts with n-propyl chloride and AICI3 to give isopropylbenzene, together with some diisopropylbenzene. In the acylation, however, benzene reacts with propanoyl chloride and A1C13 to give ethyl phenyl ketone (propiophenone), which is easily reduced to n-propylbenzene. 

An analogous change is involved in the conversion of ketones possess ing a methylenic hydrogen atom as in methyl n-amyl ketone, propiophenone, and cyclohexanone. Btomination of the enol acetates with subsequent hydrolysis in methanol gives a-bromo ketones in 46-90% yields. ... 

Polymerised preformed [(N,N -dimethyl-l,2-diphenylethane diamine)2Rh] complex allows us to obtain enantioselective material. We have then shown that it is possible to imprint an optically pure template into the rhodium-organic matrix and to use the heterogeneous catalyst in asymmetric catalysis with an obvious template effect. The study of yield versus conversion graphs has shown that the mechanism occurs via two parallel reactions on the same site without any inter-conversion of the final products. Adjusting the cross-linker ratio at 50/50 allows us to find a compromise between activity and selectivity. Phenyl ethyl ketone (propiophenone) was reduced quantitatively in 2 days to (R)-l-phenyl propanol with 7tf% enantiomeric excess We have then shown that the imprinting effect is obvious for molecules related in structure to the template (propiophenone, 4 -trifluoromethyl acetophenone). It is not efficient if the structure of the substrate is too different to that of the template. 

An acidic ion-exchange resin, Amberlite IR-120, was also employed by Yamada et al. to effect the cyclization of the phenylhydrazones of ketones including ethyl-methyl ketone, propiophenone, and cyclohexanone in water under reflux [15]. Yields of 60-90% were obtained but acetone phenylhydrazone proved unreactive under these conditions. 

D.90) 1-Propanone, 1-phenyl-, / -phenylpropan-1 -one, ethyl phenyl ketone, propiophenone, propenoylbenzene [93-55-0] FEMA 3469... 

Ketone, butyl methyl. See 2-Hexanone Ketone C-7. See Methyl n-amyl ketone Ketone, dimethyl. See Acetone Ketone, ethyl phenyl. See Ethyl phenyl ketone Propiophenone... 

Phenyl ethyl ketone. See Ethyl phenyl ketone Propiophenone... 

Propanone, l-(p-methoxyphenyl)-. See1-(p-Methoxyphenyl)-2-propanone 2-Propanone oxime. See Acetone oxime 1-Propanone, 1-phenyl-. See Ethyl phenyl ketone Propiophenone... 

Propionitrile, 2,2 -azobis (2-methyl). See 2,2 -Azobisisobutyronitrile Propionitrile, 2-hydroxy-. See Lactonitrile Propionitrile, 3-methoxy-. See3-Methoxypropionitrile Propionitrile, 3-(triethoxysilyl)-. See2-Cyanoethyltriethoxysilane P-Propionolactone. See p-Propiolactone Propionphenone. See Propiophenone Propionylbenzene. See Ethyl phenyl ketone Propiophenone... 

Propiophenone. See Ethyl phenyl ketone Propiophenone, 2-hydroxy-2-methyl-. See 2-Hydroxy 2-methyl 1-phenyl 1-propanone Propomeen 2HT-11. See Bis hydrogenated tallowalkyl-2-hydroxypropyl amine Propomeen C/12. See PPG-2 cocam I ne Propomeen HT/12. See PPG-2 hydrogenated tallowamine... 

The success of the last reaction depends upon the inertness of the ester carbonyl groups towards the organocadmium compound with its aid and the use of various ester acid chlorides, a carbon chain can be built up to any reasonable length whilst retaining a reactive functional group (the ester group) at one end of the chain. Experimental details are given for l-chloro-2-hexanone and propiophenone. The complete reaction (formation of ketones or keto-esters) can be carried out in one flask without isolation of intermediates, so that the preparation is really equivalent to one step. 

Efforts directed to prepare MDP2P via this method results in good yields of a ketone with properties completely dissimilar to MDP2P, and is probably the propiophenone, formed by migration of the nitro group during the hydrolysis. 

Aromatic ketones of industrial significance include acetophenone, propiophenone, and benzophenone. 

Propiophenone. Propiophenone [93-55-0] (ethyl phenyl ketone) is a colorless Hquid with a flowery odor. It can be prepared by the Friedel-Crafts reaction of benzene and propionyl chloride in the presence of aluminum chloride (346), or by the catalytic reaction of benzoic acid and propionic acid in the presence of water (347). Propiophenone is commercially available (348), and is sold in Japan at 2700 Y/kg (349). It is used in the production of ephedrine, as a fragrance enhancer, and as a polymerization sensitizer. 

Introduction of branching in the side chain is apparently consistent with retention of the antiparkinson activity. Bro-mination of propiophenone gives the brominated ketone, 33. Dis-... 

The starting materials for the overall process are phenylacetonitrile with bis-chloroethyl toluene sulfonyl amide. These react to give a product which hydrolyzes to normeperidine (4-carboethoxy-4-phenylpiperidine). Condensation of that material with benzoylethylene gives the ketone /3-(4-carboethoxy-4-phenylpiperidino)propiophenone. 

Addition of enantiomerically pure cnamines derived from (.Y -jmethoxymethyfipyrrolidine (SMP) and ketones (cyclohexanone, cycloheptanone, propiophenone) to AGY-dimethylmethylene-iminium tetrachloroaluminate11,42 give the corresponding Mannich bases in moderate to good yields (56 -79%) and low to moderate enantioselectivities (30-66% ce)12, l3. The (-)-isomer is the major enantiomer in each case. The absolute configuration of the major enantiomer has not been determined. The auxiliary can be recovered. 

Reaction of Mn02 with TCS 14 generates MnCl4 which chlorinates ketones such as propiophenone 2139 or cycloheptanone 2141 to give the chloro compounds 2140 and 2142 [66] (Scheme 13.19). 

A propoxyphene-like analgesic which obeys the empirical morphine rule is pyrroliphene (101). A Mannich reaction involving pyrrolidine, formaldehyde and propiophenone gave amino ketone 99, which was converted to tertiary carbinol 100 by reaction with benzyl magnesium chloride reaction with acetyl... 

Dining the nitration of propiophenone following a published procedure [1] by adding the ketone to the mixed acids at -5 to 0°C, an uncontrollable exotherm developed and finally accelerated to explosion [2]. The nitration was subsequently effected by an alternative procedure operated at -10 to —5°C [3],... 

A recent report indicates that thiophenes (not benzothiophenes) may be formed from alkyl phenyl ketones by treatment with a slight excess of thionyl chloride in the cold.58 Propiophenone, for example, yields 3,4-dibenzoyl-thiophene (47). Adipic acid and related carboxylic acids yield thiophene derivatives upon treatment with thionyl chloride in the presence of pyridine.59... 

The use of such an oxazaborolidine system in a continuously operated membrane reactor was demonstrated by Kragl et /. 58] Various oxazaborolidine catalysts were prepared with polystyrene-based soluble supports. The catalysts were tested in a deadend setup (paragraph 4.2.1) for the reduction of ketones. These experiments showed higher ee s than batch experiments in which the ketone was added in one portion. The ee s vary from 84% for the reduction of propiophenone to up to >99% for the reduction of L-tetralone. The catalyst showed only a slight deactivation under the reaction conditions. The TTON could be increased from 10 for the monomeric system to 560 for the polymer-bound catalyst. 

Treated with ZnBr2 followed by enamines, phenyl thioethers 829 derived from aryl aldehydes are converted to (l-(phenylthio)alkyl ketones or aldehydes 830 in moderate to good yields (Equation 19). Enamines used in these syntheses are (1) morpholine enamine derived from diethyl ketone, (2) diethylamine enamine of propiophenone, (3) piperidine enamine derived from isovaleraldehyde, and (4) pyrrolidine enamine of cyclohexanone <2000H(53)331>. 

Mixed donor chiral tetradentate PNNP diaminodiphosphines 83 (Scheme 4.35) have found application in the ATH of ketones, catalyzed by iridium. The results showed that, in the presence of [IrCl-(R,R)-83], chiral alcohols could be obtained with high activity (up to 99.4% yield) and excellent enanhoselectivihes (up to 99.0% ee) under mild conditions using a ketone catalyst raho of 5000 with KOH in PrOH. In the case of propiophenone, the TON reached 4780mol product per mole iridium, while the TOP was as high as 1593 h at 55 °C [72]. 

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