반응 #1545433

반응 방정식

Water

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

benzyl bromide

potassium carbonate

→

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

수율 74.0%

용매

acetone

반응 조건

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=2:3)

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 5 ml of acetone, and 0.21 g (1.21 mmol) of benzyl bromide as a reaction reagent (XII) and 0.15 g (1.10 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=2:3) to give 0.37 g (yield 74%) of 4-methoxy-5-methyl-6-(5-benzyloxy-1-ethylpyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound No. 62) as an end compound which comes under the general formula (XI). Table 21 shows the structures of the starting material (XIH) and the reaction reagent (XII), and the structure and the yield of the end product (I).

출처