(6Z,9Z)-18-bromooctadeca-6,9-diene → N-(2-methoxy-2-oxoethyl)-N-[3-[(9Z, 12Z)-(9,12-octadecadienyl]oxy]phenyl]glycine methyl ester

HRID 1110244Notes

Reaction equation

HRID 1110244 reaction equation
[CH3:1][O:2][C:3](=[O:18])[CH2:4][N:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=1)[CH2:6][C:7]([O:9][CH3:10])=[O:8].[CH2:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]/[CH:27]=[CH:28]\[CH2:29]/[CH:30]=[CH:31]\[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]>>[CH3:10][O:9][C:7](=[O:8])[CH2:6][N:5]([CH2:4][C:3]([O:2][CH3:1])=[O:18])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]/[CH:27]=[CH:28]\[CH2:29]/[CH:30]=[CH:31]\[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH:12]=1

Participants

3

Reactant 2

HCID 10065142(6Z,9Z)-18-bromooctadeca-6,9-dieneHCID 193890473-hydroxyphenyl-N-(2-methoxy-2-oxoethyl)glycine methyl ester

Product 1

HCID 86747959N-(2-methoxy-2-oxoethyl)-N-[3-[(9Z, 12Z)-(9,12-octadecadienyl]oxy]phenyl]glycine methyl ester

Procedure

Using this procedure, the reaction of N-(3-hydroxyphenyl-N-(2-methoxy-2-oxoethyl)glycine methyl ester with linoleyl bromide gave N-(2-methoxy-2-oxoethyl)-N-[3-[(9Z,12Z)-(9,12-octadecadienyl]oxy]phenyl]glycine methyl ester as an oil. The structure was confirmed by nmr and mass spectra.

Sources & evidence

ORD record
ord-138e1276c56d4d9cac61f4bc63d00678
Source dataset
uspto-grants-1994_06
Patent number
US05324747

Reaction notes

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