반응 #55935

반응 방정식

water

1-(m-methoxyphenyl)-7-(5-methyl-2-furyl)-3-heptyn-5-ol

water

sulphuric acid

→

3-methyl-2-[6-(m-methoxyphenyl)-2-hydroxy-3-hexynyl]-2-cyclopentenone

용매

acetic acid

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출extracted with methylene chloride
3. 3
   세척The methylene chloride layer was washed with water
4. 4
   기타evaporated to dryness under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue (10.60 g) was dissolved in 500 ml of about 0.1 N ethanolic potassium hydroxide solution
6. 6
   온도After cooling
7. 7
   workup.ADDITIONthe mixture was poured into 1000 ml water
8. 8
   추출extracted with methylene chloride
9. 9
   세척The methylene chloride layer was washed with water
10. 10
    기타evaporated to dryness under reduced pressure

실험 절차

A solution of 10.00 g (33.6 mmol) dl-1-(m-methoxyphenyl)-7-(5-methyl-2-furyl)-3-heptyn-5-ol in 20 ml acetic acid, about 10 ml water and 0.40 ml about 20% sulphuric acid was stirred under nitrogen in an oil-bath at 90° C. for about 24 hours. After cooling, the mixture was poured into 200 ml water and extracted with methylene chloride. The methylene chloride layer was washed with water and evaporated to dryness under reduced pressure. The residue (10.60 g) was dissolved in 500 ml of about 0.1 N ethanolic potassium hydroxide solution and stirred under nitrogen in an oil-bath at about 80° C. for about 1 hour. After cooling, the mixture was poured into 1000 ml water and extracted with methylene chloride. The methylene chloride layer was washed with water and evaporated to dryness under reduced pressure. Yield: 9.85 g.

출처