반응 #1379682

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Water

4-Methoxy-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl) carbonylthiochroman-1,1-dioxide

bromoacetone

potassium carbonate

→

4-methoxy-5-methyl-6-(5-acetylmethyloxy-1-ethylpyrazol-4-yl) carbonylthiochroman-1, 1-dioxide

수율 63.0%

용매

methyl ethyl ketone

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후처리

1. 1
   온도under heat for 3 hours
2. 2
   추출the reaction mixture was extracted with ethyl acetate
3. 3
   기타Its organic layer was separated
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThen, the solvent was distilled off under reduced pressure
6. 6
   기타the resultant oil was purified
7. 7
   기타with flush column chromatography (Wako Gel C-300: hexane/ethyl acetate=1:2)

실험 절차

4-Methoxy-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl) carbonylthiochroman-1,1-dioxide was used as a starting material (XIH). And, 0.4 g (1.10 mmol) thereof was dissolved in 10 ml of methyl ethyl ketone, and 0.15 g (1.10 mmol) of bromoacetone as a reaction reagent (XII) and 0.30 g (2.20 mmol) of potassium carbonate as a base were added. The resultant mixture was refluxed under heat for 3 hours. Water was added to the reaction mixture, and the reaction mixture was extracted with ethyl acetate. Its organic layer was separated, and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure, and the resultant oil was purified with flush column chromatography (Wako Gel C-300: hexane/ethyl acetate=1:2) to give 0.29 g (yield 63%) of 4-methoxy-5-methyl-6-(5-acetylmethyloxy-1-ethylpyrazol-4-yl) carbonylthiochroman-1, 1-dioxide (Compound No. 59) as an end compound which comes under the general formula (XI). Table 20 shows the structures of the starting material (XIH) and the reaction reagent (XII), and the structure and the yield of the end product (XI).

출처