| Identification | Back Directory | [Name]
(S)-2-phenylmorpholine | [CAS]
74572-15-9 | [Synonyms]
(S)-2-phenylmorpholine
(2S)-2-Phenyl-morpholine
(2S)-2-Phenyl-morpholine HCl
Morpholine, 2-phenyl-, (2S)-
(2S)-2-Phenyl-morpholine hydrochloride | [Molecular Formula]
C10H13NO | [MDL Number]
MFCD20278301 | [MOL File]
74572-15-9.mol | [Molecular Weight]
163.22 |
| Chemical Properties | Back Directory | [Boiling point ]
278.6±25.0 °C(Predicted) | [density ]
1.034±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
8.52±0.40(Predicted) | [Appearance]
Colorless to light yellow Liquid | [Optical Rotation]
46.2500°(C=1g/100ml DCM) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (S)-2-phenylmorpholine from the compound (CAS:1020673-57-7): 1.28 g of tert-butyl (S)-2-phenyl-o-phenanthroline-4-carboxylate was dissolved in 3 mL of dioxane solution in 4 N HCl and the reaction was stirred at room temperature overnight. Upon completion of the reaction, the mixture was concentrated under vacuum and subsequently diluted with 1 N HCl. The diluted aqueous phase was extracted with ether and the organic phase was discarded. The aqueous phase was adjusted to pH 12-14 with 2 N NaOH and then extracted with dichloromethane (DCM). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated in vacuum to give the crude product. The structure of the product was confirmed by 1H NMR analysis, resulting in 617 mg of (S)-2-phenylmorpholine in 78% yield. | [References]
[1] Patent: WO2007/70760, 2007, A2. Location in patent: Page/Page column 19
[2] Patent: WO2008/48914, 2008, A1. Location in patent: Page/Page column 12 |
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