Nitrogen → 1,2-Bis[4,4-bis(hydroxymethyl)oxazolinyl]decane

Participants

Reaction Steps

10 parts n-octylsuccinic anhydride and 12 parts tris(hydroxymethyl)aminomethane were heated neat 3 hrs. at 180° C. under a rapid flow of N2. The product was obtained as a colorless glass in 100% yield. The following spectral properties confirm the structure shown below: ir (neat) 3300 (OH), 1600 (C=N); nmr (CDCl3) δ 4.40 (broad s, 4.0 H, 2 CH2 's in rings), δ 4.25 (broad s, 3.7 H, 4 OH, addition of D2O eliminates peak), δ 3.55 (broadened 10 Hz AB, 7.2 H, 4 CH2O), δ 2.5 (broad s, 3.0 H, CH--CH), δ 1.4 (broad s with t shoulder at 0.9, 17 H, n-C8H17).

Provenance & Evidence