反応 #631843

反応方程式

sulphuric acid

water

2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylsulphinyl]-acetaldehyde-dimethylacetal

→

2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylsulphinyl]-acetaldehyde

溶媒

acetic acid

methylene chloride

acetic acid

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture is stirred at room temperature for 30 minutes
2. 2
   その他The organic layer is removed
3. 3
   洗浄washed with 200 ml of ice-water
4. 4
   抽出The aqueous phase is extracted
5. 5
   workup.STIRRINGby shaking three times with 50 ml of methylene chloride each time
6. 6
   乾燥dried over magnesium sulphate
7. 7
   濃縮concentrated to dryness by evaporation
8. 8
   workup.DISSOLUTIONThe crude product is dissolved in 200 ml of methylene chloride
9. 9
   workup.STIRRINGstirred with 5 g of silica gel
10. 10
    ろ過The mixture is filtered
11. 11
    濃縮concentrated to dryness by evaporation
12. 12
    その他dried under reduced pressure

実験手順

5.75 g of 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylsulphinyl]-acetaldehyde-dimethylacetal are dissolved in 5 ml of acetic acid. Then, while stirring, 30 ml of a mixture of 2 parts acetic acid, 1 part sulphuric acid and 1 part water are added dropwise over a period of 5 minutes. The mixture is stirred at room temperature for 30 minutes, diluted with 100 ml of methylene chloride and poured into 200 ml of ice-water. The organic layer is removed and washed with 200 ml of ice-water. The aqueous phase is extracted by shaking three times with 50 ml of methylene chloride each time. The organic phases are combined, dried over magnesium sulphate and concentrated to dryness by evaporation. The crude product is dissolved in 200 ml of methylene chloride and stirred with 5 g of silica gel. The mixture is filtered, concentrated to dryness by evaporation and dried under reduced pressure. 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylsulphinyl]-acetaldehyde is obtained in the form of a highly viscous oil, IR-spectrum: νC=O =1720 cm-1, νS=O =1080 cm-1 (CCl4).

出典