6-(Bromomethyl)-1-methylquinolin-2(1H)-one → Ethyl 2-allyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrate

HRID 487877Notes

Reaction equation

HRID 487877 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]2.[CH2:15]([C:18]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([OH:32])[CH:27]=1)([CH2:24][CH3:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:16]=[CH2:17]>>[CH2:15]([C:18]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH2:2][C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[N:9]([CH3:13])[C:8](=[O:14])[CH:7]=[CH:6]3)[CH:27]=1)([CH2:24][CH3:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH:16]=[CH2:17]

Participants

3

Reactant 2

HCID 151990656-(Bromomethyl)-1-methylquinolin-2(1H)-oneHCID 19091448Ethyl 2-allyl-2-(3-hydroxyphenyl)butyrate

Product 1

HCID 57452573Ethyl 2-allyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrateYield 25%

Procedure

Using an analogous procedure to that described in Example 1, 6-bromomethyl-1-methyl-1,2-dihydroquinolin-2-one was reacted with ethyl 2-allyl-2-(3-hydroxyphenyl)butyrate to give ethyl 2-allyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrate in 25% yield as a gum.

Sources & evidence

ORD record
ord-a67146e96e94400b99adf1d3a604777e
Source dataset
uspto-grants-1994_03
Patent number
US05298511

Reaction notes

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