HRID1595051

反应详情

EQUATION

反应方程式

HRID 1595051 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

The 4-[4-[6-benzyloxy-3-[3-methoxy-4-(1-pyrrolidinylmethyl)benzyl]benzo[b]thiophen-2-yl]phenoxy]butanoic acid methyl ester prepared in Part A (91 mg; 0.14 mmol) was dissolved in anhydrous THF under argon atmosphere. LAH (10 mg; 0.29 mmol) was added. The mixture was stirred at room temperature for 3 h before it was hydrolyzed by addition of 2 drops of water, 2 drops of 5 M NaOH, and six drops of water. Additional water (25 mL) was added, and extraction was carried out with CH2Cl2. The combined organics were dried by passage through Na2SO4. Purification was effected by flash chromatography on silica gel, eluting with EtOAc(100-90%)/Et3N(0-5%)/MeOH(0-5%). The title product was obtained as a colorless oil (74 mg, 85%).

WORKUP

后处理

  1. extractionextraction
  2. dry with materialThe combined organics were dried by passage through Na2SO4
  3. customPurification
  4. washeluting with EtOAc(100-90%)/Et3N(0-5%)/MeOH(0-5%)