3-(4-Hydroxyphenyl)propionic acid → 2-[3-(4-Hydroxyphenyl)propionylamino]acetic acid ethyl ester

HRID 1354384Notes

Reaction equation

HRID 1354384 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=O)=[CH:4][CH:3]=1.Cl.[CH2:14]([O:16][C:17](=[O:20])[CH2:18][NH2:19])[CH3:15]>>[CH2:14]([O:16][C:17](=[O:20])[CH2:18][NH:19][C:10](=[O:12])[CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1)[CH3:15]

Participants

3

Reactant 2

HCID 103943-(4-Hydroxyphenyl)propionic acidHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 102641582-[3-(4-Hydroxyphenyl)propionylamino]acetic acid ethyl esterYield 92.9%

Procedure

Following the same procedure of Example 4 except that 3-(4-hydroxyphenyl)propionic acid (1.0 g, 6.0 mmol) and glycine ethyl ester hydrochloride (0.94 g, 6.7 mmol) were used, 1.4 g of the title compound was obtained. The compound was finally purified by silica gel column chromatography (column size: 25 mm×150 mm, silica gel 70-230 mesh, eluent: hexane/EtOAc (1/1)). The results of analyses of the compound are as follows:

Sources & evidence

ORD record
ord-8ae8c85ef8c64be0bbd7090a84d32f28
Source dataset
uspto-grants-2007_05
Patent number
US07223793B2

Reaction notes

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