N,N,N',N'-Tetramethylmethanediamine → HCID 19432956, compound

Participants

Reaction Steps

N,N,N',N'-Tetramethyldiaminomethane (5.2 ml, 38 mmol) was added to a stirred mixture of the product of part (iii) (7.2 g, 26 mmol) and acetic anhydride (3.6 ml, 38 mmol) and the reaction temperature was moderated by use of water bath at ambient temperature. After 1 hour at room temperature the yellow solution was poured onto ice and the mixture extracted with ethyl acetate (2×75 ml). The combined organic layers were washed with dilute hydrochloric acid (0.2M, 50 ml) followed by saturated sodium bicarbonate solution (50 ml), then dried (MgSO4) and evaporated under reduced pressure. The residue was purified by flash chromatography on silica by elution with ether/hexane (1:4) to give the title compound as a yellow solid, (3.8 g).

Provenance & Evidence