Hydrazine hydrate (1:1) → 1,1,1-Tris(aminoethoxymethyl)ethane

Participants

Reaction Conditions

Reaction Steps

A solution of 1,1,1-tris(phthalimidoethoxymethyl)ethane (4.0 g, 6.30 mmol) in 100 mL of absolute ethanol was heated to 50C. Then a 55% solution of hydrazine hydrate (3.7 mL, 63.00 mmol) was added dropwise and the resulting mixture was heated at 50° C. for 5 hrs. The reaction was cooled to 25° C. and the solids were filtered. The filtrate was evaporated to give an oil which was purified over reversed phase packing (C-18) using a methanol/water gradient as eluant to yield 1,1,1-tris(aminoethoxymethyl)ethane (1.3 g, 5.22 mmol, 83 % ).

Provenance & Evidence