تفاعل #1850

معادلة التفاعل

3-hydroxy-2-iodo-6-methylpyridine

potassium acetate

triphenylphosphine

ethyl acrylate

→

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

المذيبات

DMF

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was cooled
2. 2
   ترشيحfiltered
3. 3
   workup.ADDITIONadded to water (100 ml)
4. 4
   استخلاصThe product was extracted into ethyl acetate (3×30 ml)
5. 5
   غسيلThe combined extracts were washed with water (2×25 ml) and with brine (25 ml)
6. 6
   تجفيفdried over sodium sulphate
7. 7
   أخرىevaporated
8. 8
   workup.WAITThis left a tan solid

الإجراء التجريبي

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)

المصدر