4-methyl-3-Morpholinone synthesis

4synthesis methods

Product Name:4-methyl-3-Morpholinone
CAS Number:20721-78-2
Molecular formula:C5H9NO2
Molecular Weight:115.13

109-83-1
432 suppliers
$10.00/25ml

79-04-9 Synthesis

79-04-9
350 suppliers
$12.00/5g

20721-78-2
33 suppliers
$79.00/250mg

Yield:20721-78-2 58%

Reaction Conditions:

with sodium hydroxide in ethanol;lithium hydroxide monohydrate at 15 - 20; for 1.33333 h;

Steps:

65.A Step A: 4-methylmorpholin-3-one

A solution of 2-(methylamino)ethanol (5.32 mL, 66.6 mmol, 1 eq) in ethanol (100 mL) and 35% aqueous sodium hydroxide (6.25 mL) was cooled to 15-20 oC and chloroacetyl chloride (13.3 mL, 166 mmol, 2.5 eq) and 35% aqueous sodium hydroxide (22 mL) were added simultaneously with vigorous stirring over 1 h. The mixture was stirred for 20 min, then neutralised with aqueous hydrochloric acid and extracted with dichloromethane (3 x 100 mL). The combined organic extracts were washed with water, dried (PTFE phase separator) and concentrated in vacuo. Purification by automated flash column chromatography (CombiFlash Rf, 80 g RediSep silica cartridge) eluting with a gradient of 0- 100% ethyl acetate in iso-heptane afforded the desired product as a colourless oil (4.4 g, 38.2 mmol, 58%). 1H NMR (400 MHz, DMSO-d6) d 4.00 (s, 2H), 3.84- 3.78 (m, 2H), 3.36- 3.29 (m, 2H), 2.86 (s, 3H).

References:

WO2021/18858,2021,A1 Location in patent:Page/Page column 246

109-02-4 Synthesis