反应 #470410
ord-c6eb609a9c764f31bf1e3a52ab7d10d8
反应方程式
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
反应条件
温度
85°CELSIUS
详细条件
See reaction.notes.procedure_details.
后处理
- 1温度The reaction mixture was refluxed for approximately 7 hours
- 2温度after cooling to room temperature the volume
- 3浓缩was concentrated in vacuo
- 4workup.WAITThe mixture was left in the fridge
- 5其他to crystallise
- 6其他The yellow solid was collected under suction
- 7其他the filtrate evaporated to dryness
实验过程
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%).