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Lactam formation (lactamization)

2 real reactions from the literature, on primary amines. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Lactamization: methyl 4-amino-4-methylpentanoate (a primary amine) with CH3CH2OH; 55-60 °C gives 5,5-dimethylpyrrolidin-2-one (the five-membered lactam).

  2. Lactamization: 4-aminocyclohexanecarboxylic acid (a primary amine) with Dowtherm A; Δ gives the six-membered lactam.