反应详情

A mixture of 4-(phenylthio)phenol (4.7 g, 23 mmol), bromoacetaldehyde diethyl acetal (4.3 mL, 28 mmol) and K2CO3 (3.82 g, 28 mmol) in DMF (40 mL) was stirred at reflux for 6 h. The reaction mixture was allowed to cool down to room temperature and poured over ice and diluted to 100 mL with water. The solution was extracted with Et2O (20 mL×3); the combined extracts were washed with 1N NaOH solution, water and brine, dried, and concentrated under reduced pressure to yield a yellow oil that was used without further purification: 1H NMR (400 MHz, CDCl3) δ 7.42 (d, 2H), 7.27-7.06 (m, 5H), 6.92 (d, 2H), 4.84 (t, 1H), 4.02 (d, 2H), 3.84-3.68 (m, 4H), 1.13 (m, 6H).

1. temperatureat reflux for 6 h
2. additionpoured over ice
3. extractionThe solution was extracted with Et2O (20 mL×3)
4. washthe combined extracts were washed with 1N NaOH solution, water and brine
5. customdried
6. concentrationconcentrated under reduced pressure
7. customto yield a yellow oil that
8. customwas used without further purification