反応 #1904031

反応方程式

hydrogen

Tris(2-azidoethyl)methane

→

tris(2-aminoethyl)methane

収率 100.0%

溶媒

ethanol

反応条件

後処理

1. 1
   その他The reaction vessel was evacuated every 2 hours
2. 2
   その他to remove nitrogen
3. 3
   その他evolved from the reaction
4. 4
   workup.DISTILLATIONCaution: unreduced azide could explode on distillation
5. 5
   ろ過The reaction was filtered through a celite pad
6. 6
   その他to remove the catalyst
7. 7
   濃縮concentrated in vacuo

実験手順

Tris(2-azidoethyl)methane (15.06 g, 0.0676 mol), (assuming 100% yield from previous reaction) in ethanol (200 ml) was treated with 10% palladium on charcoal (2 g, 50% water) and hydrogenated for 12 h. The reaction vessel was evacuated every 2 hours to remove nitrogen evolved from the reaction and refilled with hydrogen. A sample was taken for NMR analysis to confirm complete conversion of the triazide to the triamine. Caution: unreduced azide could explode on distillation. The reaction was filtered through a celite pad to remove the catalyst and concentrated in vacuo to give tris(2-aminoethyl)methane as an oil. This was further purified by Kugelrohr distillation bp.180-200° C. at 0.4 mm/Hg to give a colourless oil (8.1 g, 82.7% overall yield from the triol).

出典