반응 #54886

반응 방정식

4-acetoxy-5-propoxy-1-pentanol tosylate

sodium iodide

→

crude title compound

4-Acetoxy-5-propoxy-1-iodopentane

용매

acetone

반응 조건

후처리

1. 1
   여과The precipitated sodium tosylate is filtered off
2. 2
   기타Most of the acetone is evaporated from the filtrate
3. 3
   workup.ADDITIONthe residue is treated with 300 ml
4. 4
   세척washed with dilute sodium thiosulfate solution, water, and brine
5. 5
   건조dried over sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent is distilled in vacuo

실험 절차

A solution of 4-acetoxy-5-propoxy-1-pentanol tosylate (61.5 g., 0.179 mole) and sodium iodide (79.5 g., 0.53 mole) in acetone (500 ml.) is allowed to stand at 25°-27° C. for 18 hours. The precipitated sodium tosylate is filtered off. Most of the acetone is evaporated from the filtrate and the residue is treated with 300 ml. of water. The oily product is taken up in ether, washed with dilute sodium thiosulfate solution, water, and brine, and dried over sodium sulfate. The solvent is distilled in vacuo to give a quantitative yield of the crude title compound as a yellowish oil which is used without further purification.

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