Reaktion #1848985

Reaktionsgleichung

2-acetyl-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)cyclohex-2-en-1-one

(5-chlorothien-2-yl)methoxyamine

→

title compound

Ausbeute 95.0%

2-[1-[(5-chlorothien-2-yl)methoxyimino]ethyl]-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)cyclohex-2-en-1-one

Ausbeute 95.0%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated
2. 2
   Sonstigeto remove ethanol
3. 3
   workup.ADDITIONThe concentrate was diluted with 150 ml of methylene chloride
4. 4
   Waschenwashed with 100 ml of water
5. 5
   TrocknenThe washed methylene chloride solution was dried over anhydrous magnesium sulfate
6. 6
   Sonstigeevaporated to dryness under reduced pressure
7. 7
   Sonstigeto afford a white solid

Vorschrift

A solution containing 5.1 g (0.020 mol) of 2-acetyl-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)cyclohex-2-en-1-one and 3.4 g (0.021 mol) of (5-chlorothien-2-yl)methoxyamine in 200 ml of ethanol was stirred overnight (about 14 hours) at room temprature and then evaporated to remove ethanol. The concentrate was diluted with 150 ml of methylene chloride and then washed with 100 ml of water and then with 100 ml of saturated aqueous sodium chloride solution. The washed methylene chloride solution was dried over anhydrous magnesium sulfate and then evaporated to dryness under reduced pressure to afford a white solid. Recrystallation of this solid absolute ethanol afforded 7.6 g of the title compound, m.p. 154°-155° C.

Quelle