Реакция #1850

Уравнение реакции

3-hydroxy-2-iodo-6-methylpyridine

potassium acetate

triphenylphosphine

ethyl acrylate

→

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

Растворители

DMF

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was cooled
2. 2
   Фильтрацияfiltered
3. 3
   workup.ADDITIONadded to water (100 ml)
4. 4
   ЭкстракцияThe product was extracted into ethyl acetate (3×30 ml)
5. 5
   ПромывкаThe combined extracts were washed with water (2×25 ml) and with brine (25 ml)
6. 6
   Сушкаdried over sodium sulphate
7. 7
   Другоеevaporated
8. 8
   workup.WAITThis left a tan solid

Методика

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)

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