4-Butoxybenzoyl chloride → HCID 10155939, compound

HRID 1264106Notes

Reaction equation

HRID 1264106 reaction equation
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22](=[O:29])[CH2:23][CH2:24][C:25]([O:27]C)=[O:26])=[CH:18][CH:17]=1>>[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([C:22](=[O:29])[CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:20][CH:21]=2)=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 1185614-Butoxybenzoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 10155939HCID 10155939, compoundYield 55.2%

Procedure

In a manner similar to that described in Example 3, 4-butoxy-benzoyl chloride (0.073 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 0.051 g of 4-[4-(4-butoxy-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; MS-(AP+) MH+370.

Sources & evidence

ORD record
ord-a35f8c8ae0804a5ea47b27f6e819fb14
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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