تفاعل #2200605

معادلة التفاعل

2-Chloroacetophenone

(+) DIP-chloride

diethanolamine

→

2-chloro-1-phenylethanol

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىTHF was removed in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in ether (210 mL)
3. 3
   ترشيحThe separated solid was filtered
4. 4
   غسيلthe filtered cake was washed with ether (150 mL)
5. 5
   أخرىThe combined filtrates were evaporated to dryness
6. 6
   أخرىto give 15.53 g
7. 7
   أخرىThis was purified by silica gel column chromatography

الإجراء التجريبي

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.

المصدر