Benzaldehyde → HCID 57933407, compound

HRID 1432493Notes

Reaction equation

[OH:1][C:2]1[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][C:4](=[O:13])[CH:3]=1.[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]2[C:30](=[CH:31][CH:32]=1)[NH:29][CH:28]=[C:27]2[CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37]>>[OH:1][C:2]1[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][C:4](=[O:13])[C:3]=1[CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:28]1[NH:29][C:30]2[C:26]([C:27]=1[CH2:33][CH2:34][NH:35][C:36](=[O:38])[CH3:37])=[CH:25][C:24]([O:23][CH3:22])=[CH:32][CH:31]=2

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 896Melatonin

HCID 690696643-Hydroxy-4-phenyl-cyclopent-2-enone

Product 1

HCID 57933407HCID 57933407, compound

Procedure

Using general procedure C, 3-hydroxy-4-phenyl-cyclopent-2-enone (Lit. 17) was reacted with benzaldehyde and N-[2-(5-methoxy-1H-indol-3-yl)-ethyl]-acetamide to give the title compound as a pale red solid. MS: 495.4 ([M+H]+).

Sources & evidence

ORD record: ord-835fbb7765bd4beaa9a15d997577af91
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612099B2

Reaction notes

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