Ethanol → HCID 25006853, compound

HRID 383243Notes

Reaction equation

[OH:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]2[CH2:7][O:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[C:11](O)[CH:10]=3)=[CH:4][CH:3]=1.[C:19]([C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1)([CH3:22])([CH3:21])[CH3:20].[CH2:30]=[O:31].[CH2:32](O)C>>[C:19]([C:23]1[CH:24]=[CH:25][C:26]([N:27]2[CH2:32][C:12]3[CH:13]=[C:14]4[C:9](=[CH:10][C:11]=3[O:31][CH2:30]2)[O:8][CH2:7][C:6]([C:5]2[CH:17]=[CH:18][C:2]([OH:1])=[CH:3][CH:4]=2)=[CH:15]4)=[CH:28][CH:29]=1)([CH3:22])([CH3:20])[CH3:21]

Participants

Reactant 4

HCID 702Ethanol

HCID 712Formaldehyde

HCID 698614-Tert-Butylaniline

HCID 219100Phenoxodiol

Product 1

HCID 25006853HCID 25006853, compoundYield 15%

Procedure

4′,7-Dihydroxyisoflav-3-ene (500 mg, 2.08 mmol) was dissolved in absolute ethanol (10 mL). 4-tert-Butylaniline (311 mg, 2.08 mmol) was added followed by formaldehyde solution (6 mL, 0.04 mol, 37 wt. %). The reaction was stirred at room temperature for 1 day. The white precipitate was collected to afford the title compound (134 mg, 15%).

Workup

customThe white precipitate was collected

Sources & evidence

ORD record: ord-c7ba77a0a2584e1e85322b012ec9bb23
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367659B2

Reaction notes

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