Hydrochloric Acid → Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

HRID 557484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557484
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[Cl:9].N1C=CC=CC=1.Cl[C:17]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:18].Cl>CN(C)C=O.C(OCC)(=O)C.O>[Cl:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH:1][C:17](=[O:18])[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 15891Phenyl chloroformateHCID 871844-Amino-3-chlorophenol

Produkt 1

HCID 11277058Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

After suspending 4-amino-3-chlorophenol (23.7 g) in N,N-dimethylformamide (100 mL) and adding pyridine (23.4 mL) while cooling on ice, phenyl chloroformate (23.2 ml) was added dropwise below 20° C. Stirring was performed at room temperature for 30 minutes, and then water (400 mL), ethyl acetate (300 mL) and 6N HCl (48 mL) were added, the mixture was stirred and the organic layer was separated. The organic layer was washed twice with 10% brine (200 mL), and dried over magnesium sulfate. The solvent was removed to give 46 g of the title compound as a solid.

Aufarbeitung

  1. additionwas added dropwise below 20° C
  2. stirringthe mixture was stirred
  3. customthe organic layer was separated
  4. washThe organic layer was washed twice with 10% brine (200 mL)
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-8247a5cb9f064eb78fb9e3e7f27ebb65
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058474B2

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