HRID25103

反应详情

EQUATION

反应方程式

HRID 25103 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

4-(3,4-Dimethoxyphenyl)butyric acid (13 g, 58 mmol) was dissolved in dry THF (150 mL) then BH3·THF (110 mL, 1M solution, 110 mmol) was added drop wise with vigorous stirring under an argon atmosphere. The reaction mixture was then stirred overnight at room temperature. After this time, the reaction was quenched with water and 10% HCl solution at 0° C. and extracted with ethyl acetate. The organic fraction was dried with sodium sulfate and passed through a pad of silica gel. The solvent was removed at reduced pressure to give 23 (12.0 g, 99%) as a clear oil. 1H NMR (300 MHz, CDCl3) δ1.62 (m, 4H), 2.0 (s, 1H), 2.62 (m, 2H), 3.65 (m, 2H), 3.82 (s, 3H), 3.84 (s, 3H) 6.67-6.82 (m, 3H).

WORKUP

后处理

  1. stirringThe reaction mixture was then stirred overnight at room temperature
  2. customAfter this time, the reaction was quenched with water and 10% HCl solution at 0° C.
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic fraction was dried with sodium sulfate
  5. customThe solvent was removed at reduced pressure