tert-Butoxy bis(dimethylamino)methane → 4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one

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Reaction Steps

1,1-dimethoxyacetone (pyruvic aldehyde dimethyl acetal, Aldrich Chemical Co.) (3 cm3) was added dropwise with stirring to tert-butoxy-bis(dimethylamino)methane (Fluka Chemie AG) (5 cm3) and stirring continued at ambient temperature for 16 hours. The low-boiling impurities were removed by evaporation under reduced pressure. This left an orange oil (5.82 g) (1H NMR (CDCl3): δ2.88(3H,br s); 3.10(3H,br s); 3.40(6H,s); 4.58(1H,s); 5.34(1H,d); 7.76(1H,d)).

Provenance & Evidence