تفاعل #60027
ord-825e1fd4f92d46999bb219a64ae09682
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1درجة الحرارةReflux
- 2أخرىthe solvent was removed in vacuo
- 3أخرىto give the crude acid chloride
- 4تركيزconcentrated to dryness
- 5أخرىThe residue was partitioned between toluene and 10% aqueous HCl
- 6غسيلThe organic layer was washed with 10% HCl and water
- 7أخرىdried
- 8تركيزwas then concentrated
الإجراء التجريبي
The acid from Step 1 was converted to the acid chloride by refluxing in a mixture of oxalyl chloride (1.3 ml), THF (20 ml) and several drops of DMF. Small portions of oxalyl chloride were added until the reaction was homogeneous. Reflux continued for 0.5 hours, then the solvent was removed in vacuo to give the crude acid chloride. Meanwhile, potassium ethyl malonate (2.7 g) was reacted with anhydrous magnesium chloride (1.9 g) and triethylamine (2.21 ml) in dry acetonitrile (50 ml) at room temperature for 3 hours. Triethylamine (1 ml) was added, followed by addition of a solution of the acid chloride in acetonitrile. The mixture was then stirred overnight at room temperature, then concentrated to dryness. The residue was partitioned between toluene and 10% aqueous HCl. The organic layer was washed with 10% HCl and water, dried and was then concentrated to give crude ethyl 3-(4-(2-furyl)phenyl)-3-oxopropanoate as a solid.