反应详情

温度

0 °C

4.4 Grams (0.017 mol) of 6-bromo-5-methylthiochroman-4-one was dissolved in 10 ml of methylene chloride and 10 ml of methanol. The solution was cooled to 0° C. with a salt water-ice bath. 0.32 Grams (0.0085 mol) of sodium borohydride was gradually added so that the temperature did not exceed 10° C. While the mixture was cooled with the ice bath, it was allowed to react for 1 hour. Then, the reaction mixture was poured into 100 ml of 5% hydrochloric acid, and extracted with methylene chloride. The methylene chloride layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Added to the resultant oil were 20 ml of methanol and 0.3 g of concentrated sulfuric acid, and the mixture was refluxed under heat for 2 hours. The reaction mixture was allowed to cool, poured into 200 ml of water and extracted with methylene chloride. The methylene chloride layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 4.3 g of 6-bromo-4-methoxy-5-methylthiochroman as oil.

1. customdid not exceed 10° C
2. customto react for 1 hour
3. extractionextracted with methylene chloride
4. dry with materialThe methylene chloride layer was dried over anhydrous sodium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. additionAdded to the resultant oil
7. temperaturethe mixture was refluxed
8. temperatureunder heat for 2 hours
9. temperatureto cool
10. additionpoured into 200 ml of water
11. extractionextracted with methylene chloride
12. dry with materialThe methylene chloride layer was dried over anhydrous sodium sulfate
13. distillationthe solvent was distilled off under reduced pressure