1-Methyl-4-pheny

CN 5-[[4-(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2//-l-benzopyran-2-yl)methoxy]pheny ]methyl-2,4-thiazolidinedione... 

CN (5 a,10a)-9,10-dihydro-12 -hydroxy-2 -mcthyl-5 -(pheny]methyl)ergotaman-3, 6, 18-trione monomesylate... 

Benzodioxol-5-yl)- l-[2,4-dihydroxy-6-(phenylmethoxy)-3-(pheny]methyl) phenyl]ethanone, 1536... 

For example, N-propynylbenzamides lead to 2-pheny]-5-methyl-thiazole (10), Rj = phenyl, R2 = H. Rj = methyl (562). 

Asinger and Thiel (473) use an aldehyde and ammonia instead of nitrile. Thus the reaction of mercaptoacetone. with benzaldehyde and ammonia gives 4 methyl-2-phenylthiazole in 80% yield and 4-methyl-2-pheny]-A-4-thiazoline as the main by-product. 

Thiadiazole, 2-methyl-5-pheny 1-reactions with butyllithium, 6, 563... 

Bruce and Sutcliffe obtained l-acetyl-2-methyl-3-phenylindole (123) by the action of acetyl chloride on 2-methyl-3-pheiiylindole magnesium iodide in ether.These authors were able to obtain l-benzoyl-2-benzyl-3-phenylindole (124) but not l-acetyl-2-benzyl-3-phenylindole (125) from 2-benzyl-3-phenylindole magnesium iodide by analogous procedures.3-Acetyl-2-phenylindole (126) and 3-propionyl-2-pheny]indole (127) have recently been prepared in fair yield by the acylation of 2-phenylindole magnesium iodide with acetyl and propionyl chloride, respectively. Le ete obtained a mixture of l-acetyl-3-ethylindole (128) and 2-acetyl-3-ethylindole (129) by the interaction of acetyl chloride with 3-ethylindole magnesium iodide in ether. 

It is of interest that both the methyl affinities and the reactivities of aromatic compounds toward the pheny radical are correlated both by Froax and by atom localization energies. Dewar has shown that the energy required to remove one atom from conjugation (in a hydrocarbon containing an even number of carbon atoms) is greater... 

An ester of alanine with an arylaliphatic alcohol has shown promise as a non-tricyclic antidepressant. It may be speculated that the hindered milieu of the ester linkage protects the compound from hydrolysis by endogenous esterases. The preparation starts by reaction of pheny-lacctate 83 with methyl magnesium iodide to give tertiary carbinol 84. Acylation with 2-bromo-]>ropionyl bromide leads to ester 85 displacement of halogen with ammonia leads to alaproclate ( 6) [211. 

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. 

Amino-5-pheny I thiomethoxyace tan Hide N,N -Bis-methoxycarbonylisothiourea-S-methyl ether... 

Certain of the monoalkylated ethyl phenylacetates have been further alkylated with alkyl and aralkyl halides to produce the corresponding disuhstituted phenylacetic esters.4 Ethyl 2-phenyl-propanoate has been alkylated by methyl iodide to give pure ethyl 2-methyl-2-pheny]propanoate in 81% yield. Similarly, the alkylations of ethyl 2-phenylhexanoate with methyl iodide, M-butyl bromide, and benzyl chloride gave the corresponding pure dialkylated products in 73%, 92%, and 72% yields, respectively. 

Figure 10-6. Chemical structure of the ladder-type poly(/xi/u-pheny-Icne). X represents u methyl-group and R and R are /i-hcxyl aud 1,4-dccylphcnyl, respectively.

R,2(tS),4aS,7R,8aR]-hexahydro-2-(l-hydroxy-i-methyl-2-pheny lethy[)-4,4,7-trimethyl-4H-t, 3-ben-zoxathiin4 yield 97% 100% de. 

R, 3 R, 4 R )-2-hutyltetr(ihydm-3-methyl-4-(pheny sulfonyl)furan yield 89% 95% ds... 

Z-Phe Leu-OMc[L-Leucine, A7-[A7-[(phonylmethoxy)-curbonyl]-L-pheny]alanyl]-, methyl ester] B 90%... 

Naphthol + N -ethyl-N (2-methanesulfon-amidoethyl)-2-methyl-l,4-pheny)enediamine (peroxide reagent)... 

Javitch, J.A. D Amato, R.J. Strittmatter, S.M. and Snyder, S.H. Parkinsonism-inducing neurotoxin, N-methyl-4-pheny 1-1,2,3,6-tetrahydropyridine Uptake of the metabolite N-methyl-4-phenylpyridine by dopamine neurons explains selective toxicity. Proc Natl Acad Sci USA 82 2173-2177, 1985. 

Benzaldehyde, benzyl methyl ether, benzoic acid, methyl benzoate, and pheny-lacetic acid all undergo thallation initially in the ortho position. Explain this observation. 

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