4-Aminophenol → HCID 23684944, compound

HRID 1252774Notes

Reaction equation

HRID 1252774 reaction equation
[H-].[Na+:2].C1[C:8]([NH2:9])=[CH:7]C=C(O)C=1.[H][H].[O:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[NH2:9][C:8]1[CH:7]=[CH:14][CH:15]=[CH:16][C:17]=1[O-:13].[Na+:2]

Participants

5

Reactant 4

HCID 4034-AminophenolHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 178418361HCID 178418361, compound

Product 1

HCID 23684944HCID 23684944, compound

Procedure

Sodium aminophenoxide reactant was prepared by slowly adding sodium hydride (100%, 2.6 g, 0.11 mole) to a slurry of p-aminophenol (10.9 g, 0.1 mole) in about 100 mL tetrahydrofuran (THF). The reaction mixture was heated at 60°-67° C. for 3 hours, or until evolution of hydrogen was no longer visible. Sodium aminophenoxide salt, a purplish solid, formed during this time. The salt was either filtered and washed with THF, or used as prepared, as a slurry. The entire procedure was carried out under nitrogen.

Workup

  1. temperatureThe reaction mixture was heated at 60°-67° C. for 3 hours

Sources & evidence

ORD record
ord-adadadbcc58a4de2939cf8112d7276c9
Source dataset
uspto-grants-1988_05
Patent number
US04745206

Reaction notes

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