5-isopropylmorpholin-3-one synthesis

Yield:127958-60-5 72%

Reaction Conditions:

with sodium hydride in toluene; for 20 h;Cooling with ice;Reflux;

Steps:

74A 74A.
(S)-5-Isopropylmorpholin-3-one

To an ice cold suspension of 60% NaH (8.92 g, 223 mmol) in toluene (300 mL) was added L-Valinol (10 g, 97 mmol) in toluene (200 mL) in a dropwise manner.
The reaction mixture was slowly warmed to room temperature and was added ethyl 2-chloroacetate (11.88 g, 97 mmol) in toluene (50 mL) in a dropwise manner.
The reaction mixture was heated to reflux for 20 h.
Reaction mass was cooled to room temperature, quenched with 20 mL of water and concentrated under reduced pressure.
The crude was purified by flash chromatography (120 g silica gel column; 2% MeOH: CHCl₃) to afford 74A (off-white solid, 10 g, 69.8 mmol, 72.0% yield). LC-MS Anal. Calc'd. for C₇H₁₃NO₂, 143.1. found [M+H] 144.2, T_r=0.6 min (Method U).

References:

US2016/289171,2016,A1 Location in patent:Paragraph 0677