Reaktion #2021925

Reaktionsgleichung

4-(4-isopropylphenoxy)-1-cyclohexanone

D-penicillamine

ethyl acetate

→

(3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid

Ausbeute 68.2%

Lösungsmittel

ethanol

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solution thus formed
2. 2
   workup.ADDITIONThe reaction mixture was poured into a solvent mixture
3. 3
   Sonstigethe organic layer was separated
4. 4
   WaschenThe organic layer was washed successively with water and saturated aqueous solution of sodium chloride
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   workup.ADDITIONHexane was added to the residue
8. 8
   Filtrationthe deposited crystal was collected by filtration

Vorschrift

In a mixture of 0.70 ml of ethanol and 0.30 ml of water were dissolved 0.30 g of 4-(4-isopropylphenoxy)-1-cyclohexanone and 0.21 g of D-penicillamine. The solution thus formed was stirred at ambient temperature for 4 hours. The reaction mixture was poured into a solvent mixture consisting of water and ethyl acetate, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and the deposited crystal was collected by filtration. Thus, 0.32 g of (3S)-8-(4-isopropylphenoxy)-2,2-dimethyl-1-thia-4-azaspiro[4.5]decane-3-carboxylic acid was obtained as a colorless crystalline product.

Quelle