Reaktion #2328971

ord-ab29793590cb4ac1a17e36fc4e8b1ab6

Reaktionsgleichung

O=C(O)c1ccc2cc(O)ccc2c1
6-hydroxy-2-naphthoic acid
Oc1ccc2cc(O)ccc2c1
2,6-dihydroxynaphthalene
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
O=C(Oc1cccc2cc(O)ccc12)c1ccc2cc(O)ccc2c1
6-hydroxynaphthyl 6-hydroxy-2-naphthoate
Ausbeute 66.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Filtrationfiltered
  3. 3
    Filtrationthe solid was finally filtered off

Vorschrift

A mixture of 9.41 g (0.05 mol) of 6-hydroxy-2-naphthoic acid, 24.03 g (0.15 mol) of 2,6-dihydroxynaphthalene, 0.8 g of p-toluenesulfonic acid monohydrate and 3 drops of concentrated sulfuric acid in 100 ml of toluene was heated under reflux with occasional addition of concentrated sulfuric acid (3 drops every 3 h) for 12 h. The resulting suspension was cooled to room temperature and filtered. The filtercake was suspended in methanol, the suspension was stirred for 3 h and the solid was finally filtered off. 10.9 g of 6-hydroxynaphthyl 6-hydroxy-2-naphthoate (“NpNp”) were obtained as a brownish solid which was processed in the subsequent step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07670505B2uspto-grants-2010_03