反应 #470411
ord-b6c6448adf474d74b28f8268ff7e64f2
反应方程式
4′,7-Dihydroxyisoflav-3-ene
ethanol
methylbenzylamine
formaldehyde
dehydroequol
ethanol
→
title compound
4-(3-(1-Phenylethyl)-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 (0.45 g, 1.87 mmol) was dissolved in ethanol (ca 40 mL) and heated to 80-90° C. A solution of methylbenzylamine (0.44 mL, 4.03 mmol) and 37% formaldehyde (0.35 mL, 123 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%).