反应详情

温度

100 °C

To a solution of 2-chloro-6-methylisonicotinic acid ethyl ester (2.0 g, 10.0 mmol), and trans-propenyl boronic acid (1.30 g, 15.13 mmol) in DME (20 mL), a solution of 2 M aq. K2CO3 (3 mL) followed by Pd(PPh3)4 (150 mg, 0.205 mmol) and PPh3 (265 mg, 0.99 mmol) is added. The mixture is stirred at 100° C. for 15 h before it is cooled to rt, diluted with ether and washed with sat. aq. Na2CO3 (2×30 mL). The org. extract is dried over Na2SO4, filtered and evaporated. The crude product is purified by CC on silica gel eluting with heptane:EA 4:1 to give 2-propenyl-6-methylisonicotinic acid ethyl ester (2.25 g) as a colourless oil; LC-MS: tR=0.65 min, [M+1]+=206.33.

1. additionis added
2. temperatureis cooled to rt
3. washwashed with sat. aq. Na2CO3 (2×30 mL)
4. extractionextract
5. dry with materialis dried over Na2SO4
6. filtrationfiltered
7. customevaporated
8. customThe crude product is purified by CC on silica gel eluting with heptane:EA 4:1