تفاعل #653199
ord-a66316c099734df8a182fadaba888a58
معادلة التفاعل
المتفاعلات
ظروف التفاعل
المعالجة
- 1درجة الحرارةthe mixture was refluxed for 16 hours
- 2غسيلThe organic layer was washed with saturated sodium chloride solution
- 3تجفيفdried with magnesium sulfate
- 4تركيزconcentrated under reduced pressure
- 5أخرىto give crude product (5.24 g)
- 6غسيلthe mixture was washed with ethyl acetate
- 7استخلاصthe mixture was extracted with ethyl acetate
- 8غسيلwashed with saturated sodium chloride solution
- 9تجفيفdried with magnesium sulfate
- 10تركيزconcentrated under reduced pressure
الإجراء التجريبي
Under argon atmosphere, a solution of methyl (E)-3-(5-bromothiophen-2-yl)acrylate (4.0 g), 4-methylphenyl borate (2.64 g) and potassium carbonate (4.48 g) in toluene-ethanol-water (160-16-16 ml) was stirred at room temperature for 1 hour. To the reaction mixture was added tetrakistriphenylphosphinepalladium (0.56 g), and the mixture was refluxed for 16 hours and cooled to room temperature. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure to give crude product (5.24 g). To a solution of the resulting carboxylic acid ester (5.24 g) in tetrahydrofuran (100 ml) was added 1N sodium hydroxide (20 ml) at room temperature, and the mixture was stirred for 5days. To the reaction mixture was added water, and the mixture was washed with ethyl acetate. The aqueous layer was acidified with concentrated hydrochloric acid, and the mixture was extracted with ethyl acetate, washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure to give (E)-3-[5-(4-methylphenyl)-thiophen-2-yl]acrylic acid (1.9 g) as yellow crystals.