(S)-2-phenylmorpholine

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(S)-2-phenylmorpholine Basic information
Product Name:(S)-2-phenylmorpholine
Synonyms:(S)-2-phenylmorpholine;(2S)-2-Phenyl-morpholine HCl;Morpholine, 2-phenyl-, (2S)-;(2S)-2-Phenyl-morpholine hydrochloride;(2S)-2-Phenyl-morpholine
CAS:74572-15-9
MF:C10H13NO
MW:163.22
EINECS:
Product Categories:
Mol File:74572-15-9.mol
(S)-2-phenylmorpholine Structure
(S)-2-phenylmorpholine Chemical Properties
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
pka8.52±0.40(Predicted)
AppearanceColorless to light yellow Liquid
Optical Rotation46.2500°(C=1g/100ml DCM)
Safety Information
MSDS Information
(S)-2-phenylmorpholine Usage And Synthesis
Synthesis
(S)-tert-butyl 2-phenylmorpholine-4-carboxylate

1020673-57-7

(S)-2-phenylmorpholine

74572-15-9

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
(S)-2-phenylmorpholine Preparation Products And Raw materials
Raw materials3-Morpholinone, 6-phenyl-, (6S)--->(S)-tert-butyl 2-phenylmorpholine-4-carboxylate-->Hydrochloric acid-->Sodium hydroxide-->1,4-Dioxane
Tag:(S)-2-phenylmorpholine(74572-15-9) Related Product Information
(R)-2-phenylmorpholine 2-Phenylmorpholine (S)-2-phenylmorpholine hydrochloride tert-butyl 2-phenylmorpholine-4-carboxylate Morpholine, 2-phenyl-, hydrobromide (S)-tert-butyl 2-phenylmorpholine-4-carboxylate