Reaktion #161060

Reaktionsgleichung

L-methionine

2-(2-benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

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title compound

Ausbeute 22.4%

N-[[1-[(2-Benzothienylcarbonyl)amino]cyclohexyl]carbonyl]-L-methionine

Ausbeute 22.4%

Lösungsmittel

N-methylmorpholine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux overnight
3. 3
   workup.DISTILLATIONThe reaction solution was distilled off under reduced pressure
4. 4
   workup.ADDITIONa 10% aqueous potassium hydrogensulfate solution was added
5. 5
   Extraktionthe mixture was extracted with methylene chloride three times
6. 6
   TrocknenThe obtained organic layer was dried with anhydrous sodium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   workup.ADDITIONEthyl acetate was added to the obtained residue
9. 9
   workup.STIRRINGthe mixture was stirred overnight
10. 10
    FiltrationThe precipitated solid was collected by filtration
11. 11
    Sonstigedried under reduced pressure

Vorschrift

10 ml of N-methylmorpholine was added to 522 mg (3.5 mmol) of L-methionine and 500 mg (1.75 mmol) of 2-(2-benzothienyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one, and the mixture was stirred and heated under reflux overnight. The reaction solution was distilled off under reduced pressure, a 10% aqueous potassium hydrogensulfate solution was added thereto, and the mixture was extracted with methylene chloride three times. The obtained organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. Ethyl acetate was added to the obtained residue, and the mixture was stirred overnight. The precipitated solid was collected by filtration and dried under reduced pressure to obtain 170 mg (22%) of the title compound.

Quelle