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

HRID 981100

Reaktionsgleichung

Reaktionsgleichung von HRID 981100
C[O-].[Na+].Cl.[CH3:5][NH:6][OH:7].[Cl-].[Na+].[CH3:10][C:11](=[CH2:22])[CH2:12][N:13]([CH2:19][CH:20]=O)[C:14]([O:16][CH2:17][CH3:18])=[O:15]>CO.C1(C)C=CC=CC=1.O>[CH3:5][N:6]1[O:7][CH2:10][C:11]2([CH3:22])[CH:20]1[CH2:19][N:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12]2

Komponenten

8

Edukt 4

HCID 5234Sodium ChlorideHCID 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 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 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 reflux 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. filtrationis filtered off with suction
  2. washwashed with 8 ml of methanol and 80 ml of toluene
  3. temperatureis heated
  4. temperatureThe mixture is heated
  5. temperatureunder reflux overnight
  6. extractionthe product is extracted with 160 ml of 10% strength hydrochloric acid
  7. extractionextracted with six portions of 200 ml of CHCl3
  8. dry with materialThe extracts are dried over K2CO3
  9. concentrationconcentrated
  10. distillationthe residue is distilled

Quellen und Nachweise

ORD-Eintrag
ord-56d5b247e6aa4ff48e7fc105540a8a0a
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04990517

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