Triethanolamine → HCID 86700943, compound

Participants

Reaction Conditions

Reaction Steps

1-[2-(2-hydroxyethoxyl)ethyl]piperizine (12.36 g, 71.8 mmol) in tetrahydrofuran (THF) (60 mL) was added to bromoacetic acid tert-butyl ester (14.00 g, 71.8 mmol) in THF (10 mL). Triethanolamine (TEA) (22 mL, 143.5 mmol) was then added. DMF (30 mL) was added to the mixture to dissolve any solids. The reaction mixture was stirred at 50° C. for approximately 16 hours (overnight). NH4Cl (20 g, 370 mmol) and water (20 mL) were added to the mixture. The organic layer was extracted with ethylacetate (EtOAc). The organic layers were combined, concentrated, and purified by silica gel column chromatography (5-10% methanol (MeOH) in ethylacetate) to give of the target product as an oil (16 g, 77% yield). 1H NMR (400 MHz, CDCl3) (ppm) 3.70-3.55 (m, 7H), 3.09 (s, 2H), 2.52-2.80 (m, 10H), 1.44 (s, 9H).

Provenance & Evidence