4-Methoxybenzylamine → HCID 67482531, compound

HRID 1191698Notes

Reaction equation

HRID 1191698 reaction equation
[C:1]1([C:7]2[C:8]([O:10][C:11](=[O:13])[CH:12]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH2:21])=[CH:18][CH:17]=1>C(O)(=O)C.CO>[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][N:21]2[C:8](=[O:10])[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:12][C:11]2=[O:13])=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 754524-MethoxybenzylamineHCID 99174Phenylmaleic anhydride

Product 1

HCID 67482531HCID 67482531, compoundYield 79.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

Phenylmaleic anhydride (2.4 g, 13.8 mmol) and 4-methoxybenzylamine (1.8 mL, 13.8 mmol) in 10 mL glacial acetic acid were heated in a 95° C. oil bath for 2 h. The mixture was cooled to room temperature, diluted with methanol and filtered to provide the title compound as a solid (3.2 g, 79%).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-df408dc42d254aac82a407ab86e7e469
Source dataset
uspto-grants-2014_03
Patent number
US08680122B2

Reaction notes

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