反応 #1850

反応方程式

3-hydroxy-2-iodo-6-methylpyridine

potassium acetate

triphenylphosphine

ethyl acrylate

→

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

溶媒

DMF

water

反応条件

後処理

1. 1
   温度The mixture was cooled
2. 2
   ろ過filtered
3. 3
   workup.ADDITIONadded to water (100 ml)
4. 4
   抽出The product was extracted into ethyl acetate (3×30 ml)
5. 5
   洗浄The combined extracts were washed with water (2×25 ml) and with brine (25 ml)
6. 6
   乾燥dried over sodium sulphate
7. 7
   その他evaporated
8. 8
   workup.WAITThis left a tan solid

実験手順

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)

出典