Ethyl 2 cyano 3 methyl 3 phenyl

The formation of ethyl cyano(pentafluorophenyl)acetate illustrates the intermolecular nucleophilic displacement of fluoride ion from an aromatic ring by a stabilized carbanion. The reaction proceeds readily as a result of the activation imparted by the electron-withdrawing fluorine atoms. The selective hydrolysis of a cyano ester to a nitrile has been described. (Pentafluorophenyl)acetonitrile has also been prepared by cyanide displacement on (pentafluorophenyl)methyl halides. However, this direct displacement is always aecompanied by an undesirable side reaetion to yield 15-20% of 2,3-bis(pentafluoro-phenyl)propionitrile. 

Acetic acid, chloro, tert butyl ester, 55, 94 Acetic acid, cyano-, ethyl ester, 55, 58, 60 Acetic acid, cyano-, methyl ester, 56, 63 Acetic acid, 3,4-dimethoxy-phenyl-, 55,45, 46... 

If solutes dissolve only in nonpolar or weakly polar solvents, the decision tree suggests that we try reversed-phase chromatography. Our choices include bonded phases containing octadecyl (CJg), octyl, butyl, ethyl, methyl, phenyl, and cyano groups. 

Predict the regioselectivity in the Diels-Alder reactions of acrolein and N-acetyl-2-cyano-4-phenyl-l-azabutadiene with 1-hexene, styrene, ethyl vinyl ether and methyl acrylate. The FOs of the azadiene are given below the others may be found in the Appendix. 

The actual magnitude of the interaction of a given substituent with the adsorbent depends on the adsorbent, other substituents present, and the type and rigidity of the backbone of the diastereomeric analytes. Although no serious attempts at quantification have been made, repulsive interactions toward silica and alumina can be ranked roughly as H < methyl < phenyl = ethyl < tert-butyl < triliuoromethyl < a-naphthyl < 9-anthryl = pentafluoroethyl < heptaliuoroethyl. Size and hydrophobicity are both relevant incorporation of polar functionality (hydroxyl, carbalkoxy, cyano) leads to attractive rather than repulsive interactions with silica. 

PHOSPHOROTHIOIC ACID, 0-(4-(AMINOSULFONYL)PHENYL) 0,0-DIMETHYL ESTER (9CI) see CQL250 PHOSPHOROTHIOIC ACID-S-(((l-CYANO-l-METHYL-ETHYL)CARBAMOYL)METHYL)-0,0-DIETHYL ESTER see PHK250 PHOSPHOROTHIOIC ACID, o-(2,4-DICHLOROPHENYL) o-ETHYL S-PROPYL ESTER see EEE200... 

Similar reactions were observed when 1 -phenyldiazoethane was allowed to react with methyl ( )-2-cyano-3-(4-substituted phenyl)acrylates in dichloromethane at — 5 to 0 °C. The expected cyclopropanes, methyl 1 -cyano-3-methyl-3-phenyl-2-(4-substituted phenyl)cyclopropanecarb-oxylates 2, were formed in moderate to low yields. In addition, significant amounts of methyl 2-cyano-4-phenyl-4-(4-substituted phenyl)pent-2-enoates 3, formed by rearrangement from postulated dihydropyrazole intermediates, and methyl 4-cyano-3-methyl-3-phenyl-5-(l-phenyT l-(4-substituted phenyl)ethyl]-4,5-dihydro-3f/-pyrazole-4-carboxylates4, formed by 1-phenyldiazoethane attack on 3, were obtained. ... 

Bis-[chloromcthyl]-2, 2 -dichloro- 646 2-Bis-[4-methoxy-phenyl]- 1699 2-Bis-[4-methyl-phenyl]- 1699 l -Bis-[trimethylsilyl]- 1691 (Bis-[triphenylphosphan]-chloro-nickelo)-2,2,2, 2 -tetramethyl- 225 3 (or 3,3 )-Bis-[trimethylsilyl]-2,2 -dichloro- 2710 Bromo- 1443 Bromo-l-methoxy- 1508 Bromo-1-methoxy- 1508 Bromo-1-methyl- 1271 Bromo-1-methyl- 1271, 2699 Chloro- 946 Chloro-l-cyano- 558 Chloro-1, 2-dimethyl- 550 Chloro-2,2(or 2,3)-dimethyl- 558, 559 Chloro-3-ethyl-2-methyl- 558 Chloro-l-methyl- 2699 Chloro-2-methyl- 551 Chloro-2,2,2 -trimethyl- 558 Chloro-2,2,3,3-tetramethyl- 558, 559 ( 1 -Cyclopentenyl)-1 -methoxy- 1889 2 -Dibromo-2,2-dichloro-l-methyl- 2194, 2 -Dibromo-l,r-dimethyl- 2700 (2,2-Dibromo-cthcnyl)-2-phcnyl- 1792, 2-Dibromo-l-methyl- 1271 (Dibromomethylen)-l-methyl- 2302, 2-Dibromo-l-methyl-3-methylen- 2302, 2 -Di-tcrt.-butyl-2,2 -dimethyl-3,3.3, 3 -tetra-bromo- 2413... 

Reaction of 2-aminopyridine with ethyl 2-cyano-3-ethoxy-3-methyl-, -3-ethyl-, -3-phenylacrylates and ethyl 2-ethoxycarbonyl-3-ethoxy-3-methyl-, -3-phenylacrylates in boiling xylene yielded 2-substituted 4/f-pyrido[l,2-u]pyrimidine-3-carbonitriles and -3-carboxylates (99MI7). Similar reactions of 2-aminopyridine with 2-cyano-3-ethoxyacrylonitrile and its 3-methyl, 3-ethyl, -3-phenyl derivatives in boiling MeCN afforded 4-imino-4//-pyrido[l,2-u]-pyrimidine-3-carbonitrile and its 2-substituted derivatives. 

Yamagata etal. (86CPB516) found that condensation of 2-acetamido(or benzamido)-4,5-dihydrothiophene 3-carbonitriles 61 (R = Me or Ph) with ethyl cyanoacetate in the presence of sodium hydride afforded ethyl a-cyano-4-[2-(methyl or phenyl)thienopyrimidine]acetates 83a. Thiophenes 61 (R = Me or Ph) also reacted with malononitrile in a similar way, to yield the corresponding malononitriles 83b. 

Ethyl 6-cyano-7-ethoxy-2-methyl-5-phenyl-1,8-naphthyridine-3-carboxylate 224-225, IR, MS, NMR 896, 900... 

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