HRID32564

反应详情

EQUATION

反应方程式

HRID 32564 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

POCl3 (3.05 mL) was added to a stirred solution of {(3-iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide (Intermediate 52) (6.23 g) in dry THF (35 mL) at 25° C. and stirred for 5 minutes. The reaction mixture was cooled to 0° C. and Et3N (13.7 mL) was added dropwise over 45 minutes, keeping the internal temperature below 10° C. The reaction mixture was allowed to stir at 5-10° C. for a further 45 minutes. EtOAc (140 mL) and water (140 mL) was added and then stirred for 5 minutes. The organic phase was washed with water (2×140 mL), NaHCO3 (sat. aq., 140 mL) and then brine (140 mL). The organic phase was concentrated in vacuo to afford a dark brown gum. This was then passed through a pad of silica washing with DCM and concentrated in vacuo to afford a dark brown gum (ca. 70% pure 3.5 g, 58%);

WORKUP

后处理

  1. customthe internal temperature below 10° C
  2. stirringto stir at 5-10° C. for a further 45 minutes
  3. stirringstirred for 5 minutes
  4. washThe organic phase was washed with water (2×140 mL), NaHCO3 (sat. aq., 140 mL)
  5. concentrationThe organic phase was concentrated in vacuo
  6. customto afford a dark brown gum
  7. concentrationconcentrated in vacuo
  8. customto afford a dark brown gum (ca. 70% pure 3.5 g, 58%)