Acetic Acid → HCID 23510743, compound

Participants

Reaction Steps

A solution of N-carbobenzyloxy-N′,N′-bis-(t-butoxycarbonylmethyl)-propylenediamine 35 (5.3017 g, 12.144 mmol) in ethanol (75 mL) was filtered through a bed of Raney nickel into a solution of acetic acid (2.1 mL, 3 equiv) in ethanol (75 mL). The filtrate was degassed with nitrogen and treated with 10% palladized charcoal (0.4 g). The mixture was hydrogenated at 50 psi on a Parr apparatus for 16 h and then the catalyst was filtered off on a bed of celite. The filtrate was concentrated in vacuo and the residue flushed with chloroform (150 mL). The crude product was carried on without further purification.

Provenance & Evidence