반응 #1847

반응 방정식

Potassium hydroxide

2-bromo-3-hydroxypyridine

sodium

formalin

→

2-Bromo-3-hydroxy-6-hydroxymethylpyridine

용매

acetic acid

water

반응 조건

후처리

1. 1
   온도The stirred mixture was heated at 90°-95° C. until the assay (HPLC)
2. 2
   기타below 3% (approx 5 h)
3. 3
   여과The precipitated solid was filtered from the mixture
4. 4
   추출The resulting solution was extracted with ethyl acetate (4×280 ml)
5. 5
   기타The combined organic extracts were dried
6. 6
   기타evaporated to dryness
7. 7
   기타the temperature below 85° C

실험 절차

Potassium hydroxide (85% assay, 113.8 g, 1.73 mol) was dissolved in distilled water (750 ml) and to the solution was added 2-bromo-3-hydroxypyridine (300 g, 1.72 mol), ethylenediaminetetraaeetic acid sodium salt (2 mol %, 13.1 g, 0.034 mol) and formalin (37-41% w/v 470 ml, 5.95 mol). The stirred mixture was heated at 90°-95° C. until the assay (HPLC) of remaining starting material fell below 3% (approx 5 h). The reaction mixture was then cooled to room temperature and glacial acetic acid (103 ml) added and stirred for a further 2 h. The precipitated solid was filtered from the mixture and the filtrate saturated with sodium chloride (310 g). The resulting solution was extracted with ethyl acetate (4×280 ml). The combined organic extracts were dried and evaporated to dryness keeping the temperature below 85° C. The residue was assayed by HPLC to determine the quantity of contained 2-bromo-3-hydroxy-6-hydroxymethylpyridine. The yield was typically 65%.

출처