Hydrochloric Acid → HCID 15011248, compound

Participants

Reaction Steps

Tris(hydroxymethyl)aminomethane (24.2 g, 0.2 mol) was added to a mixture of dioxane (25 ml) and aqueous potassium hydroxide (1.2 g KOH in 3 ml water). Acrylonitrile (40 ml, 0.61 mol) was added dropwise. After 2 h the solution was stood in a cold water bath to moderate any exothermic reaction and stirred for 16 h at RT. The solution was neutralized with dil. HCl and filtered. The oil was dissolved in DCE, dried (MgSO4), filtered and concentrated. The brown oil was purified by chromatography (SiO2, CH2Cl2/MeOH 1% to 4%) to give the title product (26.9 g, 0.096 mol, 48%) as a colourless oil. δH (400 MHz, CDCl3) 3.71 (6H, t, J 6.0), 3.47 (6H, s), 2.63 (6H, t, J 6.0); TLC (CH2Cl2/MeOH 10%) 0.55.

Provenance & Evidence