Butanoic acid, 4-chloro-4-oxo-, methyl ester → HCID 22992457, compound

HRID 1264122Notes

Reaction equation

HRID 1264122 reaction equation
[C:1]([CH2:5][CH2:6][C:7](Cl)=[O:8])([O:3]C)=[O:2].[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:24])[CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[CH:13][CH:12]=1>>[C:1]([CH2:5][CH2:6][C:7]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17](=[O:24])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:16]=1)=[O:8])([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 22992457HCID 22992457, compoundYield 27.3%

Procedure

In a manner similar to that described in Example 3, 3-carbomethoxy-propionyl chloride (0.051 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 0.020 g of 4-[4-(3-carboxy-propionylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; MS-(AP+) MH+294.

Sources & evidence

ORD record
ord-9cdb1c6ec39f43c7be5f1e035d790d5a
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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