Reaction #470427

Reaction equation

4′,7-Dihydroxyisoflav-3-ene

ethanol

3,4-Dimethylaniline

formaldehyde

→

title compound

Yield 21.0%

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

Yield 21.0%

Conditions

Workup

1. 1
   OtherThe light pink precipitate was collected

Procedure

4′,7-Dihydroxyisoflav-3-ene (500 mg, 2.08 mmol) was dissolved in absolute ethanol (10 mL). 3,4-Dimethylaniline (293 mg, 2.08 mmol) was added followed by formaldehyde (6 mL, 0.09 mmol, 37 wt. %). The reaction was stirred for a day at room temperature. The light pink precipitate was collected to afford the title compound (166 mg, 21%).

Source