Ethanol → HCID 25006855, compound

HRID 383242Notes

Reaction equation

HRID 383242 reaction equation
[OH:1][C:2]1[CH:26]=[CH:25][C:5]([C:6]2[CH2:7][O:8][C:9]3[C:14]([C:15]=2[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[CH:13][CH:12]=[C:11](O)[CH:10]=3)=[CH:4][CH:3]=1.[Cl:27][C:28]1[CH:35]=[CH:34][C:31]([CH2:32][NH2:33])=[CH:30][CH:29]=1.[CH2:36]=[O:37].[CH2:38](O)C>>[Cl:27][C:28]1[CH:35]=[CH:34][C:31]([CH2:32][N:33]2[CH2:38][C:12]3[CH:13]=[C:14]4[C:9](=[CH:10][C:11]=3[O:37][CH2:36]2)[O:8][CH2:7][C:6]([C:5]2[CH:25]=[CH:26][C:2]([OH:1])=[CH:3][CH:4]=2)=[C:15]4[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[CH:30][CH:29]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 712FormaldehydeHCID 660364-ChlorobenzylamineHCID 57890274HCID 57890274, compound

Product 1

HCID 25006855HCID 25006855, compoundYield 30%

Procedure

4′,7-Dihydroxy-4-(4-methoxyphenyl)isoflav-3-ene (205 mg, 0.59 mmol) was dissolved in ethanol (1 ml). 4-Chlorobenzylamine (0.09 ml, 0.74 mmol) was added followed by formaldehyde solution (0.6 ml, 8.06 mmol, 37% wt.). The reaction stirred at room temperature for 3 days. The resulting precipitate was collected to afford the title compound (90 mg, 30%).

Workup

  1. customThe resulting precipitate was collected

Sources & evidence

ORD record
ord-b422acf9efb949a0836a619cefede962
Source dataset
uspto-grants-2013_02
Patent number
US08367659B2

Reaction notes

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