반응 #214203

반응 방정식

potassium permanganate

Acetone

N-(4,5,6,7-tetrahydrobenzo[b]-thien-4-yl) acetamide

magnesium sulfate

potassium permanganate

→

title product

수율 73.6%

N-(4,5,6,7-Tetrahydro-7-oxobenzo[b]thien-4-yl)acetamide

수율 73.6%

용매

Isopropanol

반응 조건

후처리

1. 1
   workup.STIRRINGthe whole stirred for 3 hours
2. 2
   기타After 3 hours reaction time, analysis of the mixture by high pressure liquid chromatography (HPLC)
3. 3
   기타the reaction
4. 4
   workup.STIRRINGthe reaction mixture stirred for two more hours
5. 5
   workup.STIRRINGthe reaction mixture stirred overnight
6. 6
   여과filtered

실험 절차

Acetone (200 ml), N-(4,5,6,7-tetrahydrobenzo[b]-thien-4-yl) acetamide (9.75 g, 0.05 mol) and magnesium sulfate (21.0 g, 0.17 mol) are mixed, stirred and cooled to 10° C. Next, 150 ml of an aqueous potassium permanganate solution (prepared from 21.0 g, 0.133 mol of potassium permanganate and 200 ml of water) is added over 15 minutes to the above mixture, and the whole stirred for 3 hours. After 3 hours reaction time, analysis of the mixture by high pressure liquid chromatography (HPLC) indicates the reaction to be incomplete. The remainder of the above potassium permanganate solution (~50 ml) is added and the reaction mixture stirred for two more hours. Isopropanol (20 ml) is then added, the reaction mixture stirred overnight, and filtered. HPLC analysis of the filtered solution indicates a 73.6% yield of title product, and also the presence of 2% of starting material.

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