Propionyl chloride → HCID 9834786, compound

HRID 1168474Notes

Reaction equation

[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:20])[CH2:14][CH2:15][C:16]([O:18]C)=[O:17])=[CH:9][CH:8]=1>>[O:20]=[C:13]([C:10]1[CH:11]=[CH:12][C:7]([NH:6][C:1](=[O:4])[CH2:2][CH3:3])=[CH:8][CH:9]=1)[CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Participants

Reactant 2

HCID 62324Propionyl chloride

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

Product 1

HCID 9834786HCID 9834786, compoundYield 43.3%

Procedure

In a manner similar to that described in Example 3, propionyl chloride (0.029 g, 0.00032 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 0.027 g of 4-oxo-4-[4-(propionylamino)-phenyl]-butyric acid as an off-white solid; MS-(AP+) MH+250.

Sources & evidence

ORD record: ord-ca1e4c62b15943e7956b9d94d6b62260
Source dataset: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06624196B2

Reaction notes

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