m-Anisoyl chloride → HCID 9858570, compound

HRID 1264101Notes

Reaction equation

HRID 1264101 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](Cl)=[O:7].[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>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:26])[CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:18]=1)=[O:7]

Participants

3

Reactant 2

HCID 74374m-Anisoyl chlorideHCID 12016833Methyl 4-(4-aminophenyl)-4-oxobutanoate

Product 1

HCID 9858570HCID 9858570, compoundYield 84.3%

Procedure

In a manner similar to that described in Example 3, 3-methoxybenzoyl chloride (0.052 g, 0.00030 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 0.069 g of 4-[4-(3-methoxy-benzoylamino)-phenyl]-4-oxo-butyric acid as an off-white solid; MS-(AP+) MH+328.

Sources & evidence

ORD record
ord-7482428ac31d49778669bfcda7bd127f
Source dataset
uspto-grants-2003_04
Patent number
US06541521B1

Reaction notes

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