반응 #1850

반응 방정식

3-hydroxy-2-iodo-6-methylpyridine

potassium acetate

triphenylphosphine

ethyl acrylate

→

Ethyl (3-hydroxy-6-methylpyridin-2-yl)propenoate

용매

DMF

water

반응 조건

후처리

1. 1
   온도The mixture was cooled
2. 2
   여과filtered
3. 3
   workup.ADDITIONadded to water (100 ml)
4. 4
   추출The product was extracted into ethyl acetate (3×30 ml)
5. 5
   세척The combined extracts were washed with water (2×25 ml) and with brine (25 ml)
6. 6
   건조dried over sodium sulphate
7. 7
   기타evaporated
8. 8
   workup.WAITThis left a tan solid

실험 절차

To a solution of 3-hydroxy-2-iodo-6-methylpyridine (1.175 g, 5.0 mmol) in DMF (9.5 ml) and water (0.5 ml) were added potassium acetate (1.23 g, 12.5 mmol), triphenylphosphine (105 mg, 0.40 mmol), palladium chloride (36 mg, 0.20 mmol) and ethyl acrylate (1.63 ml, 1.50 g, 15.0 mmol). The mixture was placed under nitrogen and heated at 120° C. for 1.5 h. The mixture was cooled, filtered from deposited palladium black, and added to water (100 ml). The product was extracted into ethyl acetate (3×30 ml). The combined extracts were washed with water (2×25 ml) and with brine (25 ml), then dried over sodium sulphate and evaporated. This left a tan solid, the product (951 mg, 91%). mp 192°-195° C. (dec)

출처