2-Chloro-5-nitroanisole → 2-Chloro-5-nitrophenol

HRID 8629

Reaktionsgleichung

Reaktionsgleichung von HRID 8629
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11]C>Br.CC(O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11]

Komponenten

4

Edukt 1

HCID 705192-Chloro-5-nitroanisole

Produkt 1

HCID 692642-Chloro-5-nitrophenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

2-Chloro-5-nitroanisole (310 g, 1.7 mol) was taken up in a mixture of 48% HBr (1.5 L) and AcOH (1.2 L) and heated at reflux for 3 days. The dark solution was allowed to cool to room temperature, poured into ice water (10 L), and let stand for 3 h. The resultant dull yellow solid was filtered, washed with water, and dried in vacuo (230 g, 79%): mp 115–117° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 3 days
  3. filtrationThe resultant dull yellow solid was filtered
  4. washwashed with water
  5. customdried in vacuo (230 g, 79%)

Quellen und Nachweise

ORD-Eintrag
ord-9fdbebea0cd2417a98d35f38d61d0e08
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091204B2

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