Phenol, 5-chloro-2-nitro- → 2-Amino-5-chlorophenol

HRID 427264

Reaktionsgleichung

Reaktionsgleichung von HRID 427264
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[OH:11])([O-])=O>C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[OH:11]

Komponenten

3

Edukt 1

HCID 11900Phenol, 5-chloro-2-nitro-

Produkt 1

HCID 915912-Amino-5-chlorophenolAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-nitro-5-chloro-phenol (2.2 g, 14.0 mmol) in ethanol (40 mL) was added PtS2-C (5%, 200 mg) and hydrogenated at 45 psi for 4 hours. The mixture was filtered through celite and washed with ethyl acetate (100 mL). The solvent was evaporated and purified by chromatography ((ethyl acetate-hexanes: 2-3) to afford 1.89 g (95%) of a light brown solid. Recrystallization afforded an analytical sample: mp 149-151° C.

Aufarbeitung

  1. filtrationThe mixture was filtered through celite
  2. washwashed with ethyl acetate (100 mL)
  3. customThe solvent was evaporated
  4. custompurified by chromatography ((ethyl acetate-hexanes: 2-3)

Quellen und Nachweise

ORD-Eintrag
ord-6d1c18612c75469ba512897708e8220a
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313114B1

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