Hydrazine hydrate (1:1) → 2-[(2R,6S)-2,6-Dimethyl-4-morpholinyl]acetohydrazide

HRID 38854Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 38854
C[O:2][C:3](=O)[CH2:4][N:5]1[CH2:10][C@H:9]([CH3:11])[O:8][C@H:7]([CH3:12])[CH2:6]1.O.[NH2:15][NH2:16]>CO>[CH3:12][C@H:7]1[O:8][C@@H:9]([CH3:11])[CH2:10][N:5]([CH2:4][C:3]([NH:15][NH2:16])=[O:2])[CH2:6]1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 25985806HCID 25985806, Verbindung

Produkt 1

HCID 304034132-[(2R,6S)-2,6-Dimethyl-4-morpholinyl]acetohydrazideAusbeute 66,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Methyl[(2R,6S)-2,6-dimethyl-4-morpholinyl]acetate (5.05 g, 27.0 mmol, see Journal of Fluorine Chemistry (1998) 193-201 for literature preparation) was dissolved in methanol (20 ml) and hydrazine hydrate (2.013 ml, 27.0 mmol) added. The reaction mixture was heated to 70° C. for 18 h. The solvent was partially concentrated in vacuo to remove the methanol and extracted with ethyl acetate (3×20 ml). The combined organic layers were dried and concentrated to afford the title compound as a yellow solid (3.35 g).

Aufarbeitung

  1. concentrationThe solvent was partially concentrated in vacuo
  2. customto remove the methanol
  3. extractionextracted with ethyl acetate (3×20 ml)
  4. customThe combined organic layers were dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ccfbeab2e7c64554a6c1d4fb094ce8ee
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524751B2

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