2-Propanone, 3-hydroxy-3-phenyl

Hydroxy-4,5-dihydroxymethyl-2-methylpyridine HCI. See Pyridoxine HCI a-Hydroxy-a,a,a-dimethylacetophenone. See 2-Hydroxy 2-methyl 1-phenyl 1-propanone m-Hydroxy-N,N-dimethyl aniline. See Dimethylaminomethyl phenol Hydroxydimethylarsine oxide. See Cacodylic acid... 

Hydroxy-1 -[4-(2-hydroxyethoxy) phenyl]-2-methyl-1-propanone. See 2-Hydroxy-[4 -(2-hydroxyethoxy) phenyl]-2-methyl propanone 2-Hydroxy-[4 -(2-hydroxyethoxy) phenyl]-2-... 

Benzoyl-2-propanol HMPP a-Hydroxy-o,o,o-dimethylacetophenone o-Hydroxyisobutyrophenone 2-Hydroxy-2-methylpropiophenone a-Hydroxy-a-methylpropiophenone 1-Phenyl-2-hydroxy-2-methyl-propan-1-one 1-Propanone, 2-hydroxy-2-methyl-1-phenyl- Propiophenone, 2-hydroxy-2-methyl-Classification Aromatic ketone Empirical C10H12O2 Formula C6HsC0C(CH3)20H Properties Colorless clear to It. yel. liq. m.w. 

See 2-Hydroxy 2-methyl 1-phenyl 1-propanone, Phenyl 2-hydroxyphenyl ketone. See 2-Hydroxybenzophenone... 

Propanol tridecanoate. See Tricaprin Propanone 2-Propanone. See Acetone 1 -Propanone, 2-hydroxy-2-methyl-1 -phenyl-. 

For preparative purposes fermenting baker s yeast (Saccharomyces cerevisiae) is commonly used instead of a purified enzyme preparation. However, isolated pyruvate decarboxylates can also be used30. In this context, the most important substrate is benzaldehyde31 which is converted by n-glucosc fermenting yeast to (7 )-l-hydroxy-l-phenyl-2-propanone. This conversion has gained considerable industrial importance because ( )-l-hydroxy-1-phenyl-2-propanonc is an important precursor for the synthesis of (-)-cphedrin. 

CN 1 -[4-(3-hydroxy phenyl)-1 -methyl-4-piperidinyl]-l -propanone hydrochloride... 

CN l-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-l-propanone hydrochloride... 

Photoinitiators. Photoinitiators used include Darocur 1173 and Darocur 4265 which are 2-hydroxy-2-methyl-1-phenyl-1-propanone Irgacure 907, which is 2-methyl-1-... 

The second example was the pyruvate decarboxylase catalyzed formation of (ll )-l-hydroxy-l-phenyl-2-propanone (PAC) with benzaldehyde as substrate (Fig. 5 a) [64]. This second reaction shows one potential limitation of this method. Some compounds are too volatile for direct measurement by MALDl mass spectrometry or they do not ionize directly due to their nonpolar character. In this case, these compounds have to be derivatized prior to their measurement in order to reduce their volatihty and to introduce ionizable functions. This is, however, often very easy using well estabhshed quantitative reactions, e.g., formation of oximes from aldehydes and sugars (Fig. 5b). 

One method for the preparation of isoxsuprine is given in Scheme 1 [5]. A mixture of l-(4-hydroxyphenyl)-l,2-propandione (1), l-methyl-2-phenoxyethylamine (2), and elemental Pt catalyst in ethanol was hydrogenated to give the Schiff base intermediate (3). This was further reduced to afford a racemic mixture of 1-(4-hydroxyphenyl)-2-(l-methyl-2-phenoxyethylamino)propanol (6), m.p. 102.5-103.5°C. Compound (6) could also be obtained using an alternate route, where 1-(4-hydroxy-phenyl)- 1 -hydroxy-2-propanone (4) is reacted with compound (2), to yield... 

The procedure reported here provides a convenient method for the a-hydroxylation of ketones which form enolates under the reaction conditions. The reaction has been applied successfully to a series of para-substituted acetophenones, 1-phenyl-1-propanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, cyclododecanone, 2-methyl cyclohexanone, 2-norbornanone and benzalacetone. In the case of a steroidal example it was shown that a carbon-carbon double bond and a secondary hydroxyl group are not oxidized. A primary amino function, as in the case of p-aminoacetophenone, is not affected.5 Similarly, a tertiary amino ketone such as tropinone undergoes the a-hydroxy at ion reaction.5... 

The BINAP-Ru complex effectively differentiates enantiomers of 1-hydroxy-l-phenyl-2-propanone. Hydrogenation of the racemic compounds catalyzed by an (R)-BINAP-Ru complex gives the corresponding IS,2R diol with a 92% optical purity and unreacted R substrate with 92% ee at 50.5% conversion (Scheme 1.45) [lc]. The relative hydrogenation rate of the enantiomers, k /kR, is calculated to be 64 1. 

Fig. 6 Use of ferredoxin-hydrogenase for NADPH regeneration here in a system for the stereoselective reduction of (2S)-hydroxy-l-phenyl-propanone to (lfi,2S)-phenyl-propane-l,2-diol catalyzed by ADH...

The other factor that may determine the type of cell death is the chemical structure of inducing agents [14]. We have recently found that u,(>-unsaluraled ketones such as 4,4-dimethyl-2-cyclopenten-l-one, a-methy-lene-y-butyrolactone, 5,6-dihydro-2H-pyran-2-one [15], codeinone [16], and morphinone [17] and a-hydroxylketones such as 3,3,3-trifluoro-2-hydroxy-1-phenyl-1-propanone induced caspase-independent cell death [18], induced vacuolization or autophagosome formation engulfing organelles, but without induction of apoptosis markers. 

D-Cathine (= 2-Amino-1-hydroxy-1 -phenylpropane Katine t t-Norephedrine Nor-i]j-ephedrine Norpseudoephedrine Pseudonorepinephrine) (phenylpropanoid) D-Cathinone (= (S)-2-Amino-1 -phenyl-1-propanone) (phenylpropanoid)... 

Oxidation. This mild oxidizing reagent can be used for selective oxidation of benzylic and allylic alcohols. Complete conversnm requires 3 equiv. of oxidant. Primary and secondary alcohols are oxidized slowly in refluxing chloroform, but require a large excess of oxidant. An example is the selective oxidation of 1-phenyl-1,3-propanediol to 3-hydroxy-1-phenyl-1-propanone (52% yield). 

SYNS FRENANTOL FRENOHYPON H-365 p-HYDROXYPHENYL-l-PROPANONE l-(4-HYDROXY-PHENYL)-l-PROPANONE HYDROXYPROPIO-PHENONE p-HYDROXYPROPIOPHENONE 4-HYDROX TROPIOPHENONE HYPOPHENON p-OXYPROPIOPHENONE PAROXON PAROXY-PROPIONE PHP POP PROFENONE p-PROPIONIXPHENOL USAF EK-3302... 

The residue is dissolved in 40 mL of ethyl acetate and filtered through a pad of Celite into a 500-mL round-bottomed flask. With stirring, 240 mL of n-heptane is added over 20 min to the ethyl acetate solution via a pressure-equalizing addition funnel. During the addition, the product begins to crystallize as a white solid. The volume of the mixture is reduced by distillation at reduced pressure (20°C, 10-20 mm) to about 150 mL. The mixture is then cooled to -5°C and aged for 1 hr. The solids are collected via vacuum filtration, washed with heptane (100 mL), and dried under vacuum at room temperature to afford 1-hydroxy-3-phenyl-2-propanone (18.9 g, 87% yield) as white crystals (Note 9). 

Hydroxyketones are versatile intermediates in the synthesis of pharmaceutical intermediates and heterocyclic molecules. a-Aryl hydroxyketones have been prepared by reaction of aryl aldehydes with 1,4-dioxane followed by reduction with lithium aluminum hydride (LAH) and by the selective LAH reduction of a-silyloxy a,P-unsaturated esters." WissneC has shown that treatment of acid chlorides with tris(trimethylsilyloxy)ethylene affords alkyl and aryl hydroxymethyl ketones. 1-Hydroxy-3-phenyl-2-propanone (3) has been generated by the osmium-catalyzed oxidation of phenylpropene and by the palladium-catalyzed rearrangement of phenyl epoxy alcohoP both in 62% yield. 

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