Benzenepropanoyl chloride → HCID 10193351, compound

HRID 1264121Notes

Reaction equation

[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24]C)=[O:23])=[CH:15][CH:14]=1>>[O:26]=[C:19]([C:16]1[CH:15]=[CH:14][C:13]([NH:12][C:9](=[O:10])[CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:18][CH:17]=1)[CH2:20][CH2:21][C:22]([OH:24])=[O:23]

Participants

Reactant 2

HCID 64801Benzenepropanoyl chloride

HCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 10193351HCID 10193351, compoundYield 73.8%

Procedure

In a manner similar to that described in Example 3, 3-phenyl-propionyl chloride (0.057 g, 0.00034 mol) was allowed to react with 4-(4-amino-phenyl)-4-oxo-butyric acid, methyl ester (0.052 g, 0.00025 mol), and the resulting intermediate was hydrolyzed to give 0.060 g of 4-oxo-4-[4-(3-phenyl-propionylamino)-phenyl]-butyric acid as an off-white solid; MS-(AP+) MH+326.

Sources & evidence

ORD record: ord-5614b6cb8f354001931a1ad380cbaeda
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541521B1

Reaction notes

Loading…