Syntheses of 4-Phenyl-&lt;i&gt;&amp;Delta;&lt;/i&gt;&lt;sup&gt;1&lt;/sup&gt;-cyclohexenyl-6-diethylaminohexanone-(3)

Iwaya, Kiyoshi; Yoshida, Keiji

doi:10.1248/yakushi1947.71.12_1454

Cited by 2 publications

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“…3. Monoalkylated and monoacylated phenylacetonitriles Monoalkylated and monoacylated phenylacetonitriles have been converted to trisubstituted acetonitriles by heterylation (818) and alkylation with alkyl halides (25, 535, 875, 880), aralkyl halides (54,627), dialkylaminoalkyl halides (73,110,136,147,247,278,451,453,454,567,736,738,886), halonitriles (649), and dihaloalkanes (37,472,605,807) (44) CHsCOCHRCN (1) NaNH2 (2) Br(CH,),Cl' CH3COCR(CN) (CH2)3C1 (37) RCH(CN)CH3 There are, however, three types of alkylations which should be discussed in more detail. It has been possible to alkylate cycloalkylidenephenylacetonitriles to give alkyl-l-cycloalkenylphenylacetonitriles (453,454,880).…”

Section: Chcn C1ch2ch(ch3)ch2cn _nanp«_» H2c^chch3mentioning

confidence: 99%

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The Chemistry of the Alkali Amides.

Levine¹,

Fernelius²

1954

Chem. Rev.

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This review of the chemistry of the alkali amides is a continuation of two earlier reviews (17) which have appeared on this subject. In the present review the authors have summarized the work on the inorganic and organic chemistry of the alkali amides which has appeared in the literature from 1937 through 1952. In addition, a considerable amount of previously unpublished material is discussed. Whenever possible, the authors have tried to interpret and evaluate critically the material presented and to call attention to those areas of research which have not been investigated or which should be studied further. Although it has not been convenient to discuss all of the present material under the same headings as were used previously, the changes have not been so extensive as to make cross references difficult.

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Section: Chcn C1ch2ch(ch3)ch2cn _nanp«_» H2c^chch3mentioning

confidence: 99%

“…(1) NaNHa (2) CO(OC2H5)2 In much the same way that ketones with completely substituted a-carbon atoms are cleaved by sodium amide, trisubstituted acetonitriles are cleaved to hydrocarbons in good yields (116,451,453,454,(736)(737)(738)868). The following general equation indicates the overall reaction.…”

Section: Ch3chch2n(ch3)2 Isoamidonementioning

confidence: 99%

The Chemistry of the Alkali Amides.

Levine¹,

Fernelius²

1954

Chem. Rev.

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The Alkylation of Esters and Nitriles

2011

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This chapter is concerned with the reactions of metal salts (enolates) of active methylene compounds with alkylating agents such as alkyl halides to produce allyl derivatives. The first example of this reaction is found in the literature when Geuther prepared ethyl alpha‐ethyl acetoacetate by the reaction of the sodium enolate of ethyl acetoacetate with ethyl iodide. The active methylene compounds considered in the chapter include malonic esters, cyanoacetic esters, malonitriles, monocarboxylic esters and mononitriles. These classes of compounds are characterized by the presence of one or more acidic hydrogen atoms attached to carbon. Only C‐alkylation has been observed with active methylene compounds and are discussed here. Several alternative methods for the preparation of alkyl and aryl derivatives of carboxylic esters and nitriles have been included.

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Syntheses of 4-Phenyl-<i>Δ</i><sup>1</sup>-cyclohexenyl-6-diethylaminohexanone-(3)

Cited by 2 publications

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The Chemistry of the Alkali Amides.

The Chemistry of the Alkali Amides.

The Alkylation of Esters and Nitriles

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