4-Aminophenol → ethyl N-(4-hydroxyphenyl)carbamate

HRID 1649932Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649932
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([OH:8])[CH:2]=1.[OH-].[Na+].[CH2:11]([O:13][C:14](Cl)=[O:15])[CH3:12].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH2:11]([O:13][C:14]([NH:7][C:6]1[CH:5]=[CH:4][C:3]([OH:8])=[CH:2][CH:1]=1)=[O:15])[CH3:12]

Komponenten

6

Edukt 4

HCID 4034-AminophenolHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 24489Sodium Dithionite

Produkt 1

HCID 602288ethyl N-(4-hydroxyphenyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

p-aminophenol 33.36 g (0.3 mole) and 12 g NaOH were dissolved in 120 ml water and cooled to ice salt bath temperature. To the stirring solution, 24 ml ethylchloroformate were slowly added. A white precipitate was found. One gram sodium dithionite was added and mixed. The solid was filtered by suction and washed with cold water (50 ml). Recrystallization from hot water gave a crystalline powder, 48.3 g (89%), MP 120-123°.

Aufarbeitung

  1. temperaturecooled to ice salt bath temperature
  2. additionmixed
  3. filtrationThe solid was filtered by suction
  4. washwashed with cold water (50 ml)
  5. customRecrystallization from hot water
  6. customgave a crystalline powder, 48.3 g (89%), MP 120-123°

Quellen und Nachweise

ORD-Eintrag
ord-f6f7308b40f44e82ab684df71b17070a
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04921997

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