p-Aminoacetophenone → HCID 21110329, compound

HRID 1766340Notes

Reaction equation

HRID 1766340 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].[CH2:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1)[CH2:12][CH3:13].C(N(CC)CC)C>C1COCC1>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:18](=[O:19])[C:17]2[CH:21]=[CH:22][C:14]([CH2:11][CH2:12][CH3:13])=[CH:15][CH:16]=2)=[CH:6][CH:5]=1)(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 7468p-AminoacetophenoneHCID 8471TriethylamineHCID 1042934-Propylbenzoyl chloride

Product 1

HCID 21110329HCID 21110329, compoundYield 78.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 4-aminoacetophenone (76 mg, 0.56 mmol) in THF (6 mL) with 4-propylbenzoyl chloride (100 μL, 0.65 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave N-(4-acetyl-phenyl)-4-propyl-benzamide (125 mg, 0.44 mmol, 78% yield) as a white powder after washing by dichloromethane and hexane.

Sources & evidence

ORD record
ord-65f1888e2651463d952bc70a84732300
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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