Reaction #470415

ord-7d2f27b2941b40d4b36aff48e8e8e096

Reaction equation

Oc1ccc(C2=Cc3ccc(O)cc3OC2)cc1
4′,7-Dihydroxyisoflav-3-ene
Nc1ccc(O)cc1
4-aminophenol
CCO
ethanol
C=O
Formaldehyde
Oc1ccc(C2=Cc3cc4c(cc3OC2)OCN(c2ccc(O)cc2)C4)cc1
title compound
Yield 79.0%
Oc1ccc(C2=Cc3cc4c(cc3OC2)OCN(c2ccc(O)cc2)C4)cc1
4,4′-(Chromeno[6,7-e][1,3]oxazine-3,7(2H,4H,8H)-diyl)diphenol
Yield 79.0%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe resulting precipitate was collected

Procedure

4′,7-Dihydroxyisoflav-3-ene (509 mg, 2.12 mmol) and 4-aminophenol (307 mg, 2.81 mmol) were dissolved in ethanol (15 ml). Formaldehyde solution (2 ml, 0.03 mol, 37% wt.) was added and the reaction stirred at room temperature for 3 days. The resulting precipitate was collected to afford the title compound (178 mg, 79%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08367659B2uspto-grants-2013_02