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  2. Amine alkylation - Wikipedia

    en.wikipedia.org/wiki/Amine_alkylation

    Amine alkylation (amino-dehalogenation) is a type of organic reaction between an alkyl halide and ammonia or an amine. [1] The reaction is called nucleophilic aliphatic substitution (of the halide), and the reaction product is a higher substituted amine. The method is widely used in the laboratory, but less so industrially, where alcohols are ...

  3. Gabriel synthesis - Wikipedia

    en.wikipedia.org/wiki/Gabriel_synthesis

    C 6 H 4 (CO) 2 NR + N 2 H 4 → C 6 H 4 (CO) 2 N 2 H 2 + RNH 2. Gabriel synthesis generally fails with secondary alkyl halides. The first technique often produces low yields or side products. Separation of phthalhydrazide can be challenging. For these reasons, other methods for liberating the amine from the phthalimide have been developed. [12]

  4. Menshutkin reaction - Wikipedia

    en.wikipedia.org/wiki/Menshutkin_reaction

    In organic chemistry, the Menshutkin reaction converts a tertiary amine into a quaternary ammonium salt by reaction with an alkyl halide. Similar reactions occur when tertiary phosphines are treated with alkyl halides. Menshutkin-reaction. The reaction is the method of choice for the preparation of quaternary ammonium salts. [1]

  5. Delépine reaction - Wikipedia

    en.wikipedia.org/wiki/Delépine_reaction

    The Delépine reaction is the organic synthesis of primary amines (4) by reaction of benzyl or alkyl halides (1) with hexamethylenetetramine (2) followed by acid hydrolysis of the quaternary ammonium salt (3). [1] [2] It is named after the French chemist Stéphane Marcel Delépine (1871–1965). Delepin reaction

  6. Stork enamine alkylation - Wikipedia

    en.wikipedia.org/wiki/Stork_enamine_alkylation

    The Stork enamine reaction. The reaction also applies to acyl halides as electrophiles, which results in the formation of 1,3-diketones (Stork acylation). [2] It is also effective for activated sp 3 alkyl electrophiles, including benzylic, allylic/propargylic, α-carbonyl (e.g., bromoacetone), and α-alkoxy (e.g., methoxymethyl chloride) alkyl ...

  7. Quaternary ammonium cation - Wikipedia

    en.wikipedia.org/wiki/Quaternary_ammonium_cation

    Quaternary ammonium cation. The R groups may be the same or different alkyl or aryl groups. Also, the R groups may be connected. In organic chemistry, quaternary ammonium cations, also known as quats, are positively-charged polyatomic ions of the structure [NR 4] +, where R is an alkyl group, an aryl group [1] or organyl group.

  8. Forster–Decker method - Wikipedia

    en.wikipedia.org/wiki/Forster–Decker_method

    The Forster–Decker method is a series of chemical reactions that have the effect of mono-alkylating a primary amine (1), forming a secondary amine (6). [1] [2] The process occurs by way of transient formation of an imine (3) that undergoes the actual alkylation reaction.

  9. Alkylation - Wikipedia

    en.wikipedia.org/wiki/Alkylation

    In the Menshutkin reaction, a tertiary amine is converted into a quaternary ammonium salt by reaction with an alkyl halide. Similar reactions occur when tertiary phosphines are treated with alkyl halides, the products being phosphonium salts. Menshutkin-reaction. Thiols are readily alkylated to give thioethers via the thiol-ene reaction. [4]