HRID922319

反应详情

EQUATION

反应方程式

HRID 922319 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a 100 mL RB flask fitted with magnetic stirrer was charged 20 mL of DCM to the stirred solvent was added ethyl (4-methoxyphenoxy)acetate (2 g, 9.5 mmol) and Borontribromide (1.85 g, 11.0 mmol) was added at 0° C. Then it was stirred at 0° C. for 30-45 min. After completion of the reaction (reaction monitored by TLC), reaction mass quenched with Sodium bicarbonate and concentrated the reaction mixture and extracted with ethyl acetate. The organic layer was washed with brine and dried by anhydrous Na2SO4 and evaporated to dryness, the resulting crude compound was purified by column chromatography on silica gel using petroleum ether and ethyl acetate as eluent to give the product (0.2 g Yield: 20%): 1H NMR (300 MHz, DMSO-d6): δ 8.97 (s, 1H), 6.72-6.75 (d, 2H), 6.64-6.67 (d, 2H), 4.62 (s, 2H) 4.11-4.18 (q, 2H), 1.18-1.22 (t, 3H).

WORKUP

后处理

  1. customTo a 100 mL RB flask fitted with magnetic stirrer
  2. additionwas added at 0° C
  3. customAfter completion of the reaction (reaction monitored by TLC), reaction mass
  4. customquenched with Sodium bicarbonate
  5. concentrationconcentrated the reaction mixture
  6. extractionextracted with ethyl acetate
  7. washThe organic layer was washed with brine
  8. dry with materialdried by anhydrous Na2SO4
  9. customevaporated to dryness
  10. customthe resulting crude compound was purified by column chromatography on silica gel
  11. customto give the product (0.2 g Yield: 20%)