반응 #470410

반응 방정식

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

반응 조건

후처리

1. 1
   온도The reaction mixture was refluxed for approximately 7 hours
2. 2
   온도after cooling to room temperature the volume
3. 3
   농축was concentrated in vacuo
4. 4
   workup.WAITThe mixture was left in the fridge
5. 5
   기타to crystallise
6. 6
   기타The yellow solid was collected under suction
7. 7
   기타the filtrate evaporated to dryness

실험 절차

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%).

출처