Methyl 3-hydroxy-4-methoxybenzoate → 3-{2-[3-(2-Hydroxy-ethyl)-phenyl]-ethoxy}-4-methoxy-benzoic acid

HRID 1475725Notes

Reaction equation

HRID 1475725 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][OH:12])[CH:7]=[CH:8][CH:9]=1.C[O:14][C:15](=[O:25])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18](O)[CH:17]=1>>[OH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH2:10][CH2:11][O:12][C:18]2[CH:17]=[C:16]([CH:21]=[CH:20][C:19]=2[O:22][CH3:23])[C:15]([OH:25])=[O:14])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 4056967Methyl 3-hydroxy-4-methoxybenzoateHCID 100807412-[3-(2-Hydroxyethyl)phenyl]ethanol

Product 1

HCID 671707103-{2-[3-(2-Hydroxy-ethyl)-phenyl]-ethoxy}-4-methoxy-benzoic acid

Procedure

2-[3-(2-Hydroxy-ethyl)-phenyl]-ethanol and 3-hydroxy-4-methoxybenzoic acid methyl ester were coupled in analogy to step 1 of example 1 and the methyl ester was hydrolyzed in analogy to step 2 of example 1 to yield the title compound.

Sources & evidence

ORD record
ord-64dbc7d29c32478b9e1803e7a85901e0
Source dataset
uspto-grants-2015_04
Patent number
US09018383B2

Reaction notes

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