Propargyl bromide → HCID 19956384, compound

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Reaction Steps

To a solution of 0.6 g (0.936 mmol) of (E)-1-allyl-1,5, 10, 14-tetra-BOC- 1,5,10,14-tetraazatetradec-7-ene (see Example 2a) in 8 ml of DMF there are added, with stirring, 0.075 g (1.875 mmol) of sodium hydride dispersion (approx. 60%) and, after 5 min., 0.141 ml (1.872 mmol) of propargyl bromide. The reaction mixture is stirred for 15 h at room temperature; a further 0.0375 g (0.937 mmol) of sodium hydride dispersion (approx. 60%) and 0.071 ml (0.94 mmol) of propargyl bromide are added, and the mixture is stirred for a further 96 h at 20° C. and is then concentrated by evaporation in vacuo. Working up analogously to Example 1a) yields the title compound, Rf value=0.44 (silica gel/ethyl acetate:hexane (2:3)).

Provenance & Evidence