HRID1091864

反应详情

EQUATION

反应方程式

HRID 1091864 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

To a well stirred solution of Methyl-7-cyclopentyloxy-2-bromomethylbenzo[b]furan-4-carboxylate (50.0 g, 0.140 moles) in dimethyl sulfoxide (250.0 mL) was added powdered sodium carbonate (22.0 g, 0.21 mmoles) at 105-110° C. and stirred for 2-3 hours. Reaction mixture was cooled to room temperature and diluted with water (2.0 L) and extracted with ethyl acetate (3×500 mL). The combined organic layers were washed with water (2×500 mL) and dried over anhydrous sodium sulfate. Removal of solvent gave crude product (51 g) as brown viscous oil. Purification by silica gel column using chloroform: ethyl acetate (95:5) as an eluent afforded 21 g of pure product.

WORKUP

后处理

  1. customReaction mixture
  2. extractionextracted with ethyl acetate (3×500 mL)
  3. washThe combined organic layers were washed with water (2×500 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customRemoval of solvent
  6. customgave crude product (51 g) as brown viscous oil
  7. customPurification by silica gel column