Acetic Acid → 2-Naphthalenecarboxylic acid, 7-bromo-3-hydroxy-

HRID 1189710Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189710
Br[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Br:12])=[CH:9][CH:10]=2)[CH:5]=[C:4]([C:13]([OH:15])=[O:14])[C:3]=1[OH:16].C(O)(=O)C.[Sn].Cl>O>[Br:12][C:8]1[CH:7]=[C:6]2[C:11]([CH:2]=[C:3]([OH:16])[C:4]([C:13]([OH:15])=[O:14])=[CH:5]2)=[CH:10][CH:9]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 745022-Naphthalenecarboxylic acid, 4,7-dibromo-3-hydroxy-HCID 5352426Tin atom

Produkt 1

HCID 745032-Naphthalenecarboxylic acid, 7-bromo-3-hydroxy-Ausbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

In a 1 L three-necked bottle, 40 g of 4,7-dibromo-3-hydroxy-2-naphthoic acid (0.116 mol) and 500 ml of glacial acetic acid were added, and stirred to make homogenous. 18 g of tin powder (0.153 mol) and 130 ml of concentrated hydrochloric acid were then added to the mixture in order, heated to 125° C., and refluxed under heating for 12 h. 300 ml of water was added to the mixture, stirred to room temperature, filtered, and the filter cake was washed with water (200 ml*2), and dried in an oven to obtain 29.9 g of a solid with a yield of 96.5%.

Aufarbeitung

  1. temperaturerefluxed
  2. temperatureunder heating for 12 h
  3. stirringstirred to room temperature
  4. filtrationfiltered
  5. washthe filter cake was washed with water (200 ml*2)
  6. customdried in an oven

Quellen und Nachweise

ORD-Eintrag
ord-dc5fa820f87644598b971facd31ebc4a
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674136B2

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