反応 #470410

反応方程式

ethanol

4′,7-Dihydroxyisoflav-3-ene

benzylamine

formaldehyde

dehydroequol

ethanol

→

title compound

4-(3-Benzyl-2,3,4,8-tetrahydrochromeno[6,7-e][1,3]oxazin-7-yl)phenol

反応条件

後処理

1. 1
   温度The reaction mixture was refluxed for approximately 7 hours
2. 2
   温度after cooling to room temperature the volume
3. 3
   濃縮was concentrated in vacuo
4. 4
   workup.WAITThe mixture was left in the fridge
5. 5
   その他to crystallise
6. 6
   その他The yellow solid was collected under suction
7. 7
   その他the filtrate evaporated to dryness

実験手順

4′,7-Dihydroxyisoflav-3-ene (0.47 g, 1.97 mmol) was dissolved in ethanol (ca. 40 mL) and heated to 80-90° C. A solution of benzylamine (0.44 mL, 3.5 mmol) and 37% formaldehyde (0.35 mL, 12.7 mmol) in ethanol (ca. 20 mL) was added to the dehydroequol solution. The reaction mixture was refluxed for approximately 7 hours and after cooling to room temperature the volume was concentrated in vacuo. The mixture was left in the fridge to crystallise. The yellow solid was collected under suction and the filtrate evaporated to dryness to obtain a second crop of the title compound, (combined yield 0.17 g, 23%).

出典