Electric Literature of 142-26-7, A common heterocyclic compound, 142-26-7, name is N-Acetylethanolamine, molecular formula is C4H9NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
The title product of Preparation 29 (600 mg, 2.16 mmol), N-(2-hydroxyethyl)acetamide (276 mg, 2.68 mmo), triphenylphosphine (710 mg, 2.71 mmol) were mixed under Ar atmosphere followed by the addition of dry THF (5 ml). The mixture was cooled at 0 and DIAD was added drop wise. The reaction mixture was allowed to warm to rt and then stirred overnight. Solvent was removed and the residue thus obtained was partitioned between water and ethyl acetate. The organic layer was washed with water and brine. It was dried and solvent removed to yield a crude product that was purified according to purification method A to yield the title compound as a solid. 130 mg (17% yield) of the title product were obtained as a solid.LRMS: m/z 363 (M+1fRetention time: 4.32 min (method B)H NMR (200 MHz, DMSO-D6) delta ppm 0.92 (t, 3 H) 1.29 – 1.45 (m, 2 H) 1.55 (d,J=7.14 Hz, 2 H) 1.77 (s, 3 H) 2.20 (s, 6 H) 3.06 (t, J=6.59 Hz, 2 H) 3.24 – 3.45(m, 2 H) 3.85 – 4.01 (m, 2 H) 7.23 (s, 2 H) 7.96 – 8.07 (m, 1 H) 8.85 – 8.93 (m, 1H)
The synthetic route of 142-26-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALMIRALL, S.A.; GRIMA POVEDA, Pedro Manuel; AGUILAR IZQUIERDO, Nuria; MIR CEPEDA, Marta; CARRASCAL RIERA, Marta; TERRICABRAS BELART, Emma; GRACIA FERRER, Jordi; CASALS COLL, Gaspar; WO2011/35900; (2011); A1;,
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