Pheny acetate

A suspension of 45 g 3-phenoxycarbonyloxy-1 -methyl-7-chloro-5-pheny -1,3-dihydro-2H-1,4-benzodiazepin-2-one in 450 ml methanol is treated with stirring, with 43 ml of a solution of dimethylamine in methanol (containlng31 gdimethylamine in 100 ml). Stirring ismaintained at 20°C to 25°C during 5 hours. The reaction mixture is filtered, and the filtrate is diluted with 450 ml water. The precipitate thus formed, is 3-(N,N-dimethylcarbamoyloxy)-1-methy -7-chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, which is collected on a filter, dried and recrystallized from ethyl acetate, and has a melting point of 173°C to 174°C. 

C H,4C1N0 54 2-34-2) see Tolazoline ethyl 2[Pg.2384]

Phenylmercuric acetate, with meth-allyl alcohol to yield 2-methyl-3-phenylpropionaldehyde, 51,17 l-PHENY L-1,3-PENTADIYNE, 50,... 

Assumptions Synthesis of phenylpyruvic acid Batch synthesis process for precursors overal yield of 95+% of theoretical to pheny Ihydantoin overall yield of 90+% of theoretical from phenylhydantoin to phenylpyruvic acid recovery and recycle of acetic acid no byproduct crec taken for acetic acid formed from acetic anhydride addition. Conversion of phenylpyruvic acid and aspartic acid. Bioreactor productivity of-18 g PHE/L/h (four columns in parallel) 98% overall conversion no byproduct credit taken for pymvic acid (recovery cost assumed to be of by revenue from sale) 80% recovery of L-PHE downstream of bioreactor. 

Primary alcohols react readily with keiene lo form acetic esters but tertiary alcohols require the calalytic help of sulfuric acid. Even with primary alcohols, us I-butanol. it has been established that addition of keiene ceases at about the 755 conversion point unless a little sulfuric acid is present as catalyst. Phenol, which is inert toward ketene at ordinary temperature, may he cun verted into pheny l acetate by reaction at the boiling point of phenol or hy reaction at room temperature if a trace of sulfuric acid is present. 

FIGURE 10 Effect of temperature on enantiomeric resolution on antibiotic CSPs. (a) k, a, and Rs for proglumide (O), 5-methyl-5-phenylhydantoin ( ) and iV-corbyl-DL-pheny-lalanine (x) on Chirobiotic V column using acetonitrile-1 % triethylammonium acetate buffer (10 90, v/v) as the mobile phase and (b) separation of enantiomers of /1-methyl phenylalanine on the Chirobiotic T column using water-methanol (10 90, v/v) as the mobile phase at (A) 1°C, (B) 20°C, (C) 50°C. 1 = erythro-L 2 = erythro-D 3 = threo-L 4 = threo-D. (From Refs. 1 and 22.)... 

The silver acetate-promoted 1,3-dipolar cycloaddition of nitrilimines with 3(/f )-pheny]-4(A )-cinnamoyl-2-azetidinone produced the major adduct, 4-(4,5-dihydro- (g) pyrazol-5-yl)carbonyl-2-azetidinones, with high stereoselectivity.70 The 1,3-dipolar cycloadditions of substituted 2,7-dime(liyl-3-thioxo-3,4,5,6-ici.rahydro-2//- 1,2,41 triazepin-5-one with iV-aryl-C-ethoxycarbonylnitrilimines are highly chemoselective, where the sulfur atom of the dipolarophile interacts with the carbon atom of the dipole.71 The enantioselective 1,3-dipolar cycloaddition of nitrile imines with electron deficient acceptors produces dihydropyrazoles in the presence of 10 mol% of chiral Lewis acid catalyst.72... 

Variations of this MCR have been successfully used for the preparation of a wide variety of 1-substituted tetrazoles. For instance, by reaction of 2-iodoaniline, sodium azide, and triethyl orthoformate in acetic acid (reflux, 6h), l-(2-iodophenyl)-l//-tetrazolc was obtained <2004TL4113>. Under similar conditions, from (l-fluoroethyl)amine, (l-bromoethyl)amine, and (l-iodoethyl)amine, the corresponding 1-ethyltetrazoles were obtained in 20-60% yields <2003EJI2273>, 1-cyclopropyltetrazole was prepared <2005JCR421>, and from 1,3-phenylenediamine 1,3-pheny-lene-bis-1 //-tetrazole 513 was synthesized (Equation 98) <1995TL1759, 2004SL2227>. 

P-Hydroxy carboxylic acids (12,3).2 This acetate on double deprotonation with LDA undergoes diastereoselective aldol reactions with aldehydes. The adducts are easily hydrolyzed to optically active P-hydroxycarboxylic acids with release of (R)-(+)-1,1,2-triphenyl-1,2-ethanediol, the precursor to 1. Optically pure acids can be obtained by crystallization of the salt with an optically active amine such as (S)-(—)-1 -pheny lethylamine. 

C 2H, C1N2OkS 97764-69-7) sec Carumonam 2-chloro-acetic acid (2-((mcthylamino)methyl phcnyl]-pheny lmcthyl tester... 

Freifelder obtained an 82% yield of benzylhydrazine by hydrogenating a freshly prepared hydrazone over Pd-C in ethanol at 0.3 MPa H2 in less than 30 min.83 However, when the hydrazone was allowed to stand for several days to a week, the yield dropped to 45-48%. In the hydrogenation of phenylacetone hydrazone, Biel et al. observed that the formation of large amounts of jV,iV -bis(l -phenyl-2-propylidene)hydrazine took place when hydrogenation proceeded slowly and incompletely with such catalysts as Pd-C, rhodium, ruthenium, and platinum oxide, and with solvents such as alcohol, water, ethyl acetate, tetrahydrofuran, and dioxane. The A(A%disubstituted hydrazine was obtained when the hydrogenation proceeded slowly to completion, as over platinum oxide in aqueous acetic acid. With Raney Ni in ethanol, the azine and l-pheny-2-propylamine were formed almost exclusively. 1-Phenyl-2-propylhy-drazine was obtained in acceptable yields of 55-70% by use of platinum oxide or supported platinum in alcoholic acetic acid at a pressure of 13.8 MPa H2. The products obtained over platinum oxide in various conditions are summarized in eq. 8.40.78... 

Deoxy-glucopyranuronat Natrium-1 -(N-pheny 1-hydroxy amino)-E16a, 112 (Glucosid 0,N-Acetal)... 

Cyclopropan 2-Dimethylaminocar-bony 1-1 -methoxy-1 -pheny 1-E17a, 764(RO —CAr = Cr + En) 1,3-Dioxolan 2-[2-(4-Dimethylami-no-phenyl)-ethenyl]- E14a/1, 266 ( — CHO - Acetal)... 

N- e ih yl - N - e thoxy pheny lutea. Decom-posidon occurs on attempted recrysta 11-ization from acet,benz,chif,or pete eth Refs 1) Beil 13, [295] 2) H.F.J. 

Pheny(acetylenes (3 mol) react with Te02 (1 mol) and excess of lithium halide in refluxing HOAc to produce 3-halobenzotellurophenes via the addition of a Te(IV) acetate halide to the triple bond, cyclization (probably by loss of HOAc) and reduction of the Te(IV) cyclic product to 3-halobenzotellurophene by an excess of the pheny(acetylene. Owing to isolation facilities, the product is converted into the crystalline dichlorides that is reduced to the benzotellurophenes. ... 

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