5-phenylMorpholin-3-one

5-phenylMorpholin-3-one Property

Boiling point:

401.9±45.0 °C(Predicted)

Density 

1.149±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.66±0.40(Predicted)

Appearance

Light brown to brown Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

5-phenylMorpholin-3-one Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 5-phenylmorpholin-3-one from the compound (CAS:94193-77-8): crude 2-chloro-N-(2-hydroxy-1-phenylethyl)acetamide (3 g, 14.04 mmol) was dissolved in anhydrous tetrahydrofuran (THF, 40 mL) and the reaction mixture was cooled to 0 °C. Sodium hydride (NaH, 0.842 g, 35.1 mmol) was added in two portions, followed by slow warming of the reaction mixture to room temperature. Upon completion of the reaction, the reaction was quenched by slow addition of 50% THF/water solution followed by dilution with ethyl acetate (EtOAc). The organic layer was washed sequentially with aqueous sodium bicarbonate (NaHCO3), water and brine. The organic phases were combined and purified by fast column chromatography (eluent: 30-100% EtOAc/heptane gradient) to afford the target product 5-phenylmorpholin-3-one (2.25 g, 90% yield). Liquid chromatography-mass spectrometry (LC/MS) analysis showed the following results: retention time (Rt) = 0.39 min (Table 1, method f); mass spectrum (MS) m/z: 219 ([M+H+MeCN]+).

References

[1] Patent: WO2016/168641, 2016, A1. Location in patent: Page/Page column 145; 146