p-Aminopropiophenone → 1-(4'-Phthalimidophenyl)-propan-1-one

HRID 1253317Notes

Reaction equation

HRID 1253317 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.[C:12]1(=O)[O:17][C:15](=[O:16])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]12>C(O)(=O)C>[C:12]1(=[O:17])[N:1]([C:2]2[CH:3]=[CH:4][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:6][CH:7]=2)[C:15](=[O:16])[C:14]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:13]12

Participants

4

Reactant 2

HCID 6270p-AminopropiophenoneHCID 6811Phthalic Anhydride

Product 1

HCID 201375631-(4'-Phthalimidophenyl)-propan-1-oneYield 75%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-(4'-aminophenyl)-propan-1-one (30 g, 0.2 mol), phthalic anhydride (60 g, 0.4 mol) and of acetic acid (300 ml) is heated at reflux for 2 h. The reaction mixture is cooled to room temperature and the precipitate consisting of 1-(4'-phthalimidophenyl)-propan-1-one (41 g, 0.150 mol, yield 75%) is filtered and dried in vacuo

Workup

  1. temperatureat reflux for 2 h

Sources & evidence

ORD record
ord-8ef28dd5c3c5469ea11bcea531376f36
Source dataset
uspto-grants-1988_05
Patent number
US04748253

Reaction notes

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