Reaktion #93072

Reaktionsgleichung

ether

sodium tert-amylate

→

acetate hexane

Ausbeute 95.0%

Lösungsmittel

tetrahydrofuran

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter hydrolysis, extraction
2. 2
   Waschenthe organic phase is washed with salt water

Vorschrift

0.38 ml of a 1.5M solution of sodium tert-amylate in benzene is added to 126 mg of the mesylate lactone obtained at stage A in 2 ml of anhydrous tetrahydrofuran, at 0° c. The temperature is allowed to rise to 20° C. over 15 minutes. After hydrolysis, extraction is done with ether, then the organic phase is washed with salt water. After chromatographing on a silica column (eluent acetate-hexane 40/60), 73 mg of the cis-cyclopropane lactone expected is obtained. (Yield: 95%).

Quelle