p-Chlorophenacyl bromide → 8-(2-(p-Chlorophenyl)-2-oxoethoxy)-2-methylquinoline

HRID 263972Notes

Reaction equation

HRID 263972 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[CH3:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[C:16]([O:23]CC(=O)C)[CH:17]=[CH:18][CH:19]=2)[N:14]=1>>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][O:23][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]3[C:15]=2[N:14]=[C:13]([CH3:12])[CH:22]=[CH:21]3)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 107274142-Methyl-8-(2-oxopropoxy)quinoline

Product 1

HCID 107338438-(2-(p-Chlorophenyl)-2-oxoethoxy)-2-methylquinolineYield 64%

Procedure

8-(2-(p-Chlorophenyl)-2-oxoethoxy)-2-methylquinoline (12a) was prepared from 2-bromo-4'-chloroacetophenone by the same procedure as 10a in 64% yield. mp: 112°-113° C.; 1H-NMR (CDCl3): δ2.77 (s, 3H, 2-CH3), 5.56 (s, 2H, OCH2), 6.94-8.12 (m, 8H, Ar--H), 7.31 (d, 1H, 3-H), 8.00 (d, 1H, 4-H).

Sources & evidence

ORD record
ord-1ab71246efad4d469f1285e4c41b1189
Source dataset
uspto-grants-1997_07
Patent number
US05646164

Reaction notes

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