Ethylparaben → Methyl 4-(4-ethoxycarbonylphenoxy)-benzoate

HRID 1106495Notes

Reaction equation

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

Participants

Reactant 2

HCID 8434Ethylparaben

HCID 10752025Methyl 4-Fluoro-3-(methylsulfonyl)benzoate

Product 1

HCID 18788899Methyl 4-(4-ethoxycarbonylphenoxy)-benzoate

Procedure

By reacting ethyl 4-hydroxybenzoate with methyl 4-fluoro-3-methylsulfonylbenzoate in analogy with the protocol given under 14 d) methyl 4-(4-ethoxycarbonylphenoxy)-benzoate was obtained as a colorless to pale-yellow oil which was hydrolyzed, without any further purification steps, in analogy with the manner indicated in protocol 16 c), to give 4-(4-carboxyphenoxy)-3-methylsulfonyl-benzoic acid.

Sources & evidence

ORD record: ord-8de5b7b5aa7348939038efbfa359236d
Source dataset: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06057322

Reaction notes

Loading…