反応 #5136

反応方程式

methyl 11-chloroacetamido-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

imidazole

→

product

Methyl 11-(1-imidazolyl)acetamido-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate

溶媒

toluene

反応条件

後処理

1. 1
   温度to cool
2. 2
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
3. 3
   抽出The obtained residue was extracted with 300 ml of methylene chloride
4. 4
   洗浄The extract was washed successively with saturated sodium bicarbonate aqueous solution and saturated sodium chloride aqueous solution
5. 5
   乾燥After drying over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   洗浄The resulting residue was subjected to silica gel column chromatography (eluting solvent; chlororform:methanol=10:1)

実験手順

Crude methyl 11-chloroacetamido-6,11-dihydrodibenz[b,e]oxepin-2-carboxylate, 3.0 g, was heated to reflux for 4 hours in 100 ml of toluene together with 0.9 g of imidazole. After allowing to cool, the solvent was distilled off under reduced pressure. The obtained residue was extracted with 300 ml of methylene chloride. The extract was washed successively with saturated sodium bicarbonate aqueous solution and saturated sodium chloride aqueous solution. After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluting solvent; chlororform:methanol=10:1) to give 1.6 g of the product.

出典