Ethanol → 1-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)ethanone

HRID 326912Notes

Reaction equation

HRID 326912 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[CH:17]=[O:18])=[N:9]2)=[CH:4][CH:3]=1.C[Mg+].[Br-].[CH2:25](O)C>C1COCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH:12]=[CH:13][C:14]3[CH:15]=[C:16]([C:17](=[O:18])[CH3:25])[CH:19]=[CH:20][CH:21]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 533948533-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehydeHCID 178418689HCID 178418689, compound

Product 1

HCID 542214971-(3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)ethanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3-(2-(7-chloro-2-quinolinyl)ethenyl)benzaldehyde, MeMgBr was added (in THF at 0° C.) to give an ethanol derivative, which was oxidized to the title compound as in Example 15, Step 11. 1H NMR (CD3COCD3): δ 2.68 (3H, s), 7.55-7.68 (3H, m), 7.89-8.05 (6H, m), 8.36 (2H, m).

Sources & evidence

ORD record
ord-1e286c38d9804e629bee765edd25d5fb
Source dataset
uspto-grants-1993_12
Patent number
US05270324

Reaction notes

Loading…