Ethyl 2-Morpholinoacetate → 4-Morpholineacetic acid

HRID 64077Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64077
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([O:10]CC)=[O:9])[CH2:3][CH2:2]1>Cl>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1

Komponenten

3

Edukt 1

HCID 2734105Ethyl 2-Morpholinoacetate

Produkt 1

HCID 4389684-Morpholineacetic acidAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

The solution of ethyl 2-morpholinoacetate (0.73 g, 4.24 mmol, 1.0 eq) in 8 N HCl was stirred at 95° C. for 16 h. The mixture was concentrated on vacuum pump and quenched and extracted as in Intermediate Example 15(b). The solvent was distilled off to afford the product in 60% yield (0.37 g). LC-MS (ESI): Calculated mass: 145.1; Observed mass 146.3 [M+H]+ (rt: 0.28 min).

Aufarbeitung

  1. concentrationThe mixture was concentrated on vacuum pump
  2. customquenched
  3. extractionextracted as in Intermediate Example 15(b)
  4. distillationThe solvent was distilled off
  5. customto afford the product in 60% yield (0.37 g)
  6. customObserved mass 146.3 [M+H]+ (rt: 0.28 min)

Quellen und Nachweise

ORD-Eintrag
ord-1a70147cae1944d58500d429263efef5
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447091B2

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