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Hofmann elimination

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

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  1. Hofmann elimination: N,N-dimethylcyclooctanamine (a tertiary amine) with 1) CH3I, CH3OH; 2) Ag2O, H2O; 3) vacuum, Δ gives cyclooctene (the eight-membered cycloalkene).

  2. Hofmann elimination: a tertiary amine with 1); 2) gives the trisubstituted six-membered cycloalkene. 84% yield.

    Hofmann eliminationTetrahedron 1997, 53, 5195