반응 #1851

반응 방정식

3-hydroxy-6-hydroxymethyl-2-iodopyridine

potassium acetate

triphenylphosphine

ethyl acrylate

→

Ethyl 3-{3-hydroxy-6-hydroxymethylpyridin2-yl}propenoate

용매

water

DMF

water

반응 조건

후처리

1. 1
   온도The mix was cooled
2. 2
   추출The product was extracted into ethyl acetate (3×20 ml)
3. 3
   세척the combined extracts were washed with water (2×15 ml) with brine (15 ml)
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   기타The etude product was purified by passage in ethyl acetate through a pad of silica
7. 7
   기타yielding
8. 8
   기타after evaporation a yellow solid (295 g, 47%)
9. 9
   기타mp (B.HCl) 199°-203° C.

실험 절차

To a solution of 3-hydroxy-6-hydroxymethyl-2-iodopyridine (708 mg, 2.82 mmol) in DMF (5.7 ml) and water (0.3 ml) were added potassium acetate (0.74 g, 7.5 mmol), triphenylphosphine (63 mg, 0.24 mmol), ethyl acrylate (0.98 ml, 0.90 g, 9.0 mmol) and palladium acetate (27 mg, 0.12 mmol). The mixture was placed under nitrogen and stirred and heated at 120° C. for 5 h. The mix was cooled and poured into water (50 ml). The product was extracted into ethyl acetate (3×20 ml) and the combined extracts were washed with water (2×15 ml) with brine (15 ml), dried and evaporated. The etude product was purified by passage in ethyl acetate through a pad of silica, yielding after evaporation a yellow solid (295 g, 47%). mp (B.HCl) 199°-203° C.

출처