반응 #162655

반응 방정식

3-hydroxypyridine

ethylene carbonate

K2CO3

DMF

3-hydroxypyridine

→

title compound

수율 72.0%

2-(3-pyridinyloxy)ethanol

수율 72.0%

용매

H2O

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도The reaction was cooled to 20° C.
3. 3
   추출The title compound was extracted with 35° C
4. 4
   추출the CH2Cl2 extractions into the 1000 L portable tank
5. 5
   workup.DISTILLATIONdistilled in the 400 L reactor
6. 6
   workup.ADDITIONToluene (200 L) was added so the 400 L reactor
7. 7
   workup.DISTILLATIONdistilled

실험 절차

3-hydroxypyridine (20.0 kg), ethylene carbonate (19.4 kg), K2CO3 (18.9 kg), and DMF (75.5 kg) were charged to a 400 L reactor and heated to 86° C. After 13H, an aliquot was taken. There was still some 3-hydroxypyridine left by GC so more ethylene carbonate (1.0 kg) was added. After 20H, the reaction was deemed complete. The reaction was cooled to 20° C., H2O (85 L) was slowly added to the 400 L reactor, and stirring continued for 30 min. The title compound was extracted with 35° C. CH2Cl2 (4×170 L) sending the CH2Cl2 extractions into the 1000 L portable tank. The aqueous layer was discarded, and the 400 L reactor was cleaned. The solution of the title compound in the 1000 L portable tank was transferred to the 400 L and distilled in the 400 L reactor sending the distillate to the 400 L receiver. Toluene (200 L) was added so the 400 L reactor and distilled sending the distillate to the 400 L receiver. The resulting oil was transferred to a 20 L glass bottle to produce 21.0 kg (72%) of the title compound of 100.0% GC purity.

출처