Ethanol → HCID 25006852, compound

HRID 383244Notes

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]1([CH2:29][NH2:30])[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1.[CH2:31]=[O:32].[CH2:33](O)C>>[C:19]1([CH2:29][N:30]2[CH2:33][C:12]3[CH:13]=[C:14]4[C:9](=[CH:10][C:11]=3[O:32][CH2:31]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)[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=1

Participants

Reactant 4

HCID 702Ethanol

HCID 712Formaldehyde

HCID 83551-Naphthalenemethanamine

HCID 219100Phenoxodiol

Product 1

HCID 25006852HCID 25006852, compoundYield 38%

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%).

Workup

customThe white precipitate was collected

Sources & evidence

ORD record: ord-d236804d52b6414ab8c93a0ec461b83f
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367659B2

Reaction notes

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