Methylparaben → N-{4-[2-(3-Methoxyphenyl)ethoxy]benzoyl}glycine

HRID 456292Notes

Reaction equation

HRID 456292 reaction equation
[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.OC1C=CC(C(OC)=O)=CC=1.[CH3:31][O:32][C:33]1[CH:34]=C(CCO)C=C[CH:38]=1>>[CH3:31][O:32][C:33]1[CH:38]=[C:1]([CH2:4][CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[CH:18][CH:19]=2)[CH:3]=[CH:2][CH:34]=1

Participants

4

Reactant 3

HCID 7456MethylparabenHCID 787243-Methoxyphenethyl alcoholHCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 66811982N-{4-[2-(3-Methoxyphenyl)ethoxy]benzoyl}glycineYield 92%

Procedure

The same reactions as in Example 9 (9a) and (9b) were conducted using methyl 4-hydroxybenzoate (4.26 g, 28.0 mmol) and 2-(3-methoxyphenyl)ethanol (4.32 mL, 31.0 mmol) to give 8.54 g of the title compound (colorless crystal, yield: 92%).

Sources & evidence

ORD record
ord-921bdd4e8bc84b2f9e42608c528629f5
Source dataset
uspto-grants-2013_07
Patent number
US08497397B2

Reaction notes

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