Morpholine → 2-(2-Benzylamino-1-hydroxyethyl)-2-methyl-1,3-dioxolane

Participants

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (2 g) was added to a mixture of 2-[2-(N-allyloxycarbonyl-N-benzylamino)-1-hydroxyethyl]-2-methyl-1,3-dioxolane (10.5 g), triphenylphosphine (0.86 g), and morpholine (3 ml) in tetrahydrofuran (100 ml) at ambient temperature in a stream of nitrogen. The mixture was stirred at the same condition for 2 hours and concentrated under reduced pressure to give a residue. The residue was subjected to a column chromatography on silica gel (150 g) and eluted with a mixture of methanol and chloroform (2:98, and then 5:95, V/V) to give 2-(2-benzylamino-1-hydroxyethyl)-2-methyl-1,3-dioxolane (5.60 g) as a syrup.

Provenance & Evidence