Reaction #470426

Reaction equation

4′,7-Dihydroxyisoflav-3-ene

ethanol

1-Naphthalene-methylamine

formaldehyde

→

title compound

Yield 38.0%

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

Yield 38.0%

Conditions

Workup

1. 1
   OtherThe white precipitate was collected

Procedure

4′,7-Dihydroxyisoflav-3-ene (500 mg, 2.08 mmol) was dissolved in absolute ethanol (10 mL). 1-Naphthalene-methylamine (327 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 white precipitate was collected to afford the title compound (337 mg, 38%).

Source