反应 #2200605

反应方程式

2-Chloroacetophenone

(+) DIP-chloride

diethanolamine

→

2-chloro-1-phenylethanol

溶剂

THF

反应条件

后处理

1. 1
   其他THF was removed in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ether (210 mL)
3. 3
   过滤The separated solid was filtered
4. 4
   洗涤the filtered cake was washed with ether (150 mL)
5. 5
   其他The combined filtrates were evaporated to dryness
6. 6
   其他to give 15.53 g
7. 7
   其他This was purified by silica gel column chromatography

实验过程

2-Chloroacetophenone (6.25 g., 40.4 mmol) was treated with (+) DIP-chloride (18 g., 56.1 mmol) in anhydrous THF (40 mL) at dry-ice bath temperature and left overnight. The temperature was raised to room temperature and THF was removed in vacuo. The residue was dissolved in ether (210 mL). The diethanolamine (9 g., 8 5.6 mmol) was added and the mixture stirred at room temperature for 5 hrs. The separated solid was filtered and the filtered cake was washed with ether (150 mL). The combined filtrates were evaporated to dryness to give 15.53 g. of crude product. This was purified by silica gel column chromatography using 1% ether and petroleum ether 4.32 g (68%) of the desired product as an oil.

来源