1-(oxazol-2-yl)ethanol synthesis

Yield:1161775-91-2 90%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0 - 20; for 2 h;

Steps:

At 0 °C, a solution of 1 -(oxazol-2-yl)ethanone (1.0 g, 9.00 mmol, J&W Pharmlab) in MeOH (40 mL) was treated with sodium borohydride (0.39 g, 10.31 mmol) in 2 portions. After 15 min the reaction was allowed to warm to RT for 2 h. The reaction was quenched with water (5 mL). The mixture was partitioned between brine/DCM and the aqueous layer was extracted with DCM (2 x). The combined organic layers were washed brine, dried over Na₂SO₄ and concentrated under reduced pressure to give 920 mg (90%) of a light-yellow oil. ¹H NMR (300 MHz, CDCl₃) δ ppm 7.62 (d, J=0.88 Hz, 1 H), 7.07 (s, 1 H), 4.97 (q, J=6.58 Hz, 1 H), 1.62 (d, J=6.72 Hz, 3 H). LC/MS (ESI⁺) m/z = 114.1 (M+H)⁺

References:

WO2016/22724,2016,A1 Location in patent:Page/Page column 278