Réaction #470413

ord-2f02980a2e2e4923a88b1054c1a814e9

Équation de réaction

Oc1ccc(C2=Cc3ccc(O)cc3OC2)cc1
4′,7-Dihydroxyisoflav-3-ene
CCO
ethanol
CN
Methylamine
C=O
formaldehyde
CN1COc2cc3c(cc2C1)C=C(c1ccc(O)cc1)CO3
title compound
Rendement 79.0%
CN1COc2cc3c(cc2C1)C=C(c1ccc(O)cc1)CO3
4-(3-Methyl-2,3,4,8-tetrahydrochromeno[6,7-e][1,3]oxazin-7-yl)phenol
Rendement 79.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe white precipitate was collected

Mode opératoire

4′,7-Dihydroxyisoflav-3-ene (507 mg, 2.11 mmol) was dissolved in ethanol (20 ml). Methylamine solution (0.6 ml, 4.82 mmol, 33% wt. in ethanol) was added followed by formaldehyde solution (2 ml, 0.03 mol, 37% wt.). The reaction was stirred at room temperature for 1 day. The white precipitate was collected to afford the title compound (490 mg, 79%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08367659B2uspto-grants-2013_02