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ChemicalBook CAS DataBase List 4-BENZYL-2-HYDROXY-MORPHOLIN-3-ONE
287930-73-8

4-BENZYL-2-HYDROXY-MORPHOLIN-3-ONE synthesis

4synthesis methods
Glyoxylic acid

298-12-4

N-Benzylethanolamine

104-63-2

4-BENZYL-2-HYDROXY-MORPHOLIN-3-ONE

287930-73-8

A 50% aqueous solution of glyoxalate (67 mL, 0.61 mol) and tetrahydrofuran (130 mL) were added to a 250 mL round bottom flask and heated to reflux. A solution of N-benzylethanolamine (41.5 g, 0.27 mol) in tetrahydrofuran (20 mL) was slowly added dropwise under reflux conditions. After completion of the reaction, the tetrahydrofuran solvent was removed by rotary evaporator. Water (170 mL) was added to the residue, stirred and cooled to room temperature, followed by continued stirring in an ice water bath for 30 min to promote crystallization. The precipitated solid was collected by filtration and washed with ice water. The resulting pale yellow solid was dried to afford the target product 4-benzyl-2-hydroxy-morpholin-3-one (compound of formula VII, 51.8 g, 91% yield) with a melting point of 132-136 °C.

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Yield:287930-73-8 91%

Reaction Conditions:

in tetrahydrofuranReflux;

Steps:

1
To a 250ml reaction flask was added 50% glyoxylic acid (67ml, 0.61mol) and tetrahydrofuran (130ml), heated to reflux, was added dropwise N- benzyl ethanolamine (41.5g, 0.27mol) in tetrahydrofuran (20ml) solution, to the reaction complete, the tetrahydrofuran was evaporated, water (170ml), cooled with stirring, to precipitate a solid, ice-water bath was stirred for 30 minutes, filtered and washed with ice water, drying in a yellowish solid, i.e. compounds of formula VII (51.8g, 91%), mp132 ~ 136 .

References:

Jiangsu Hansoh Pharmaceutical Ltd.;Xu, Shiwei;Yuan, Fuping CN103030668, 2016, B Location in patent:Paragraph 0031-0033

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