Water → Ethyl 2,5-dimethyl-3-oxa-2,7-diazabicyclo[3.3.0]octane-7-carboxylate

HRID 974911

Reaktionsgleichung

Reaktionsgleichung von HRID 974911
C[O-].[Na+].Cl.[CH3:5][NH:6][OH:7].[CH3:8][C:9](=[CH2:20])[CH2:10][N:11]([CH2:17][CH:18]=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13].O>CO.C1(C)C=CC=CC=1>[CH3:5][N:6]1[O:7][CH2:8][C:9]2([CH3:20])[CH:18]1[CH2:17][N:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:10]2

Komponenten

7

Edukt 4

HCID 962WaterHCID 77906N-methylhydroxylamine hydrochlorideHCID 10942334Sodium MethoxideHCID 15069992N-(2-Methylprop-2-enyl)-N-(2-oxoethyl)-urethane

Produkt 1

HCID 15070010Ethyl 2,5-dimethyl-3-oxa-2,7-diazabicyclo[3.3.0]octane-7-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

21.7 g of 30% strength sodium methylate solution are added dropwise to 10 g (0.12 mol) of N-Methylhydroxylamine hydrochloride in 26 ml of methanol. The sodium chloride is filtered off with suction and washed with 8 ml of methanol and 80 ml of toluene. This solution is added dropwise to 19.2 g (0.11 mol) of N-(2-methyl-prop-2-enyl)-N-(2-oxoethyl)-urethane, which is heated under reflux in 160 ml of toluene using a water separator. The mixture is heated under reflex overnight, the product is extracted with 160 ml of 10% strength hydrochloric acid and the hydrochloric acid solution is rendered alkaline with potassium carbonate and extracted with six portions, of 200 ml of CHCl3. The extracts are dried over K2CO3 and concentrated and the residue is distilled.

Aufarbeitung

  1. filtrationThe sodium chloride is filtered off with suction
  2. washwashed with 8 ml of methanol and 80 ml of toluene
  3. temperatureis heated
  4. temperatureThe mixture is heated under reflex overnight
  5. extractionthe product is extracted with 160 ml of 10% strength hydrochloric acid
  6. extractionextracted with six portions, of 200 ml of CHCl3
  7. dry with materialThe extracts are dried over K2CO3
  8. concentrationconcentrated
  9. distillationthe residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-5c9a80430a6a40dd9c22f32291c40544
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05607942

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