4-Nitrophenol → HCID 3250346, compound

HRID 1902497Notes

Reaction equation

HRID 1902497 reaction equation
Cl[CH2:2][N:3]1[C:7](=[O:8])[C:6]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]2[C:4]1=[O:13].[CH:14]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][CH:17]=[C:16]([OH:23])[CH:15]=1.[H-].[Na+]>CN(C)C=O.C(O)(=O)C>[N+:20]([C:19]1[CH:14]=[CH:15][C:16]([O:23][CH2:2][N:3]2[C:7](=[O:8])[C:6]3=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]3[C:4]2=[O:13])=[CH:17][CH:18]=1)([O-:22])=[O:21]

Participants

6

Reactant 3

HCID 9804-NitrophenolHCID 24758Sodium hydrideHCID 87154Chloromethylphthalimide

Product 1

HCID 3250346HCID 3250346, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

N-(Chloromethyl)phthalimide (4.2 g) and the yellow dye, p-nitrophenol (3.0 g) were dissolved sequentially in 100 ml of dimethylformamide (DMF). Sodium hydride (2.0 g of a 50% oil dispersion) was added and the solution stirred for three days at room temperature. The mixture was diluted with 500 ml 1% aqueous acetic acid to precipitate out the desired product: 5.6 g, m.p. 145°-148° C.

Workup

  1. customto precipitate out the desired product

Sources & evidence

ORD record
ord-bf639b0d96f74b49821183bfc9a1ecff
Source dataset
uspto-grants-1982_12
Patent number
US04363865

Reaction notes

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