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

HRID 486885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486885
[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-5f15a18293664558970e03a624f3cec7
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292935

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