Reaktion #1109488

Reaktionsgleichung

ethyl acetate

methoxyacetyl chloride

pyridine

ethyl acetate

→

title compound

2-(Methylamino)ethyl methoxyacetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe mixture was washed with water (20 mL)
2. 2
   Trocknena saturated aqueous sodium hydrogen carbonate solution (20 mL) and water (20 mL), and dried over anhydrous magnesium sulfate
3. 3
   EinengenAfter concentration under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate (5 mL)
5. 5
   workup.ADDITIONa 4N hydrogen chloride-ethyl acetate solution (10 mL) was added
6. 6
   workup.STIRRINGAfter stirring at room temperature for 1 hr
7. 7
   Einengen, the mixture was concentrated under reduced pressure
8. 8
   workup.ADDITIONWater (60 mL) and diethyl ether (30 mL) were added to the residue
9. 9
   workup.STIRRINGAfter stirring
10. 10
    Sonstigethe aqueous layer was separated
11. 11
    Extraktionextracted twice with ethyl acetate (40 mL)
12. 12
    TrocknenThe ethyl acetate layer was dried over anhydrous magnesium sulfate
13. 13
    Einengenconcentrated under reduced pressure

Vorschrift

To a mixture of tert-butyl 2-hydroxyethyl (methyl)carbamate (1.75 g) obtained in Reference Example 1 and ethyl acetate (10 mL) were added methoxyacetyl chloride (1.20 g) and pyridine (0.97 mL). After stirring at room temperature for 3 hrs., ethyl acetate (70 mL) was added to the reaction mixture. The mixture was washed with water (20 mL), a saturated aqueous sodium hydrogen carbonate solution (20 mL) and water (20 mL), and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was dissolved in ethyl acetate (5 mL), and a 4N hydrogen chloride-ethyl acetate solution (10 mL) was added. After stirring at room temperature for 1 hr., the mixture was concentrated under reduced pressure. Water (60 mL) and diethyl ether (30 mL) were added to the residue. After stirring, the aqueous layer was separated and taken. The aqueous layer was basified with sodium hydrogen carbonate and extracted twice with ethyl acetate (40 mL). The ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (1.00 g) as a colorless oil.

Quelle