반응 #470411
ord-b6c6448adf474d74b28f8268ff7e64f2
반응 방정식
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
반응 조건
온도
85°CELSIUS
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도The reaction mixture was refluxed for approximately 7 hours
- 2온도after cooling to room temperature the volume
- 3농축was concentrated in vacuo
- 4workup.WAITThe mixture was left in the fridge
- 5기타to crystallise
- 6기타The yellow solid was collected under suction
- 7기타the filtrate evaporated to dryness
실험 절차
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%).