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ChemicalBook CAS DataBase List (S)-2-phenylmorpholine

(S)-2-phenylmorpholine synthesis

8synthesis methods
1020673-57-7 Synthesis
(S)-tert-butyl 2-phenylmorpholine-4-carboxylate

1020673-57-7
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Yield:74572-15-9 78%

Reaction Conditions:

Stage #1: (S)-2-phenyl-morpholine-4-carboxylic acid tert-butyl esterwith hydrogenchloride in 1,4-dioxane at 20;
Stage #2: with sodium hydroxide in water; pH=12 - 14;Product distribution / selectivity;

Steps:

2

(S)-2-Phenyl-morpholine; 1.28Og (S)-2-Phenyl-niorpholine-4-carboxylic acid tert-butyl ester was dissolved in 3ImL 4N HCl in dioxane and stirred at room temperature overnight. Concentrated in vacuo and diluted with IN HCl. The aqueous was extracted with ether and then basicified to pH 12- 14 with 2N NaOH followed by extraction with DCM. The organic layers were dried over Na2SO4, filtered and concentrated in vacuo to afford 617mg of product by H NMR. 78% yield.

References:

WO2007/70760,2007,A2 Location in patent:Page/Page column 19