Decylamine → HCID 66761196, compound

Participants

Reaction Steps

To a solution of diethyl cyanomethylphosphonate (1.1 eq.) in THF (0.14 M) was added at 0° C. potassium tert-butoxide (1 M THF solution, 1.1 eq.). The resulting yellow solution was stirred at 0° C. for 1 h before 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chlorobenzaldehyde from step 3 of Amine 10 synthesis (1 eq.) in THF (0.14 M) was added. The resulting mixture was stirred at RT 3 h. The reaction was quenched by the addition of sat. aq. NH4Cl and then extracted with EtOAc. The combined organic extracts were washed with sat. aq. NaHCO3, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded an orange oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→2:1 (v/v) Hex:EtOAc) afforded the title compound.

Provenance & Evidence