2-Hydroxymethylmorpholine Chemical Properties

Boiling point:

220.1±15.0 °C(Predicted)

Density 

1.045±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

14.36±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2934999090

2-Hydroxymethylmorpholine Usage And Synthesis

Uses

2-Hydroxymethylmorpholine is used to study structure-activity relationship in two series of aminoalkyl substituted coumarin inhibitors of gyrase B.

Synthesis

The general procedure for the synthesis of 2-hydroxymethylmorpholine from 4-Boc-2-morpholinecarboxylic acid was as follows: to a solution of N-Boc-2-morpholinecarboxylic acid (2 g) in tetrahydrofuran (THF, 5 mL) was slowly added a borane-THF complex (1N, 10.38 eq.) at 0 °C. The reaction mixture was stirred at 0 °C for 30 min, then brought to room temperature and continued stirring for 2 hours. Upon completion of the reaction, the reaction was quenched by careful addition of water (200 mL) and then extracted with dichloromethane (CH2Cl2). The organic phase was dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give 490 mg of the crude product (26% yield). Finally, the crude product was dissolved in 4N hydrochloric acid/dioxolane solution with stirring to give the amine salt of 2-hydroxymethylmorpholine.

References

[1] Patent: WO2004/33440, 2004, A1. Location in patent: Page 173

2-Hydroxymethylmorpholine(103003-01-6)Related Product Information

• 2-[(2-ethoxyphenoxy)methyl]morpholine hydrochloride
• Indeloxazine
• Indeloxazine hydrochloride
• Teniloxazine
• Nafoxadol
• Reboxetine mesylate
• viloxazine
• (S)-2-Hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester,(S)-N-BOC-2-HYDROXYMETHYLMORPHOLINE
• (R )-2-Hydroxymethylmorpholine
• 4-N-BOC-2-HYDROXYMETHYLMORPHOLINE
• (R)-N-BOC-2-HYDROXYMETHYLMORPHOLINE,(R)-2-Hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester
• (R)-4-Boc-3-hydroxymethylmorpholine
• FMOC-COP
• 4-BOC-2-MORPHOLINECARBOXYLIC ACID
• 4-CBZ-2-HYDROXYMETHYLMORPHOLINE
• (R)-4-BENZYL-3-HYDROXYMETHYLMORPHOLINE
• (R)-3-Hydroxymethylmorpholine,3(R)-HYDROXYMETHYLMORPHOLINE HCL,,3(R)-HYDROXYMETHYLMORPHOLINE
• 3(S)-HYDROXYMETHYLMORPHOLINE,(S)-3-Hydroxymethylmorpholine