Dimethylformamide → 3-Hydroxynaphthalene-2-carbonyl chloride

HRID 1292495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1292495
[OH:1][C:2]1[C:3]([C:12]([OH:14])=O)=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.CN(C=O)C.S(Cl)([Cl:22])=O>ClC1C=CC=CC=1>[OH:1][C:2]1[C:3]([C:12]([Cl:22])=[O:14])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 71043-Hydroxy-2-naphthoic acidHCID 24386Thionyl Chloride

Produkt 1

HCID 128963863-Hydroxynaphthalene-2-carbonyl chlorideAusbeute 723 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

99.0 g (0.52 mol) of 3-hydroxy-2-naphthoic acid and 1 ml of N,N'-dimethylformamide are initially introduced into 600 ml of chlorobenzene and 68.5 g=42 ml (0.58 mol) of thionyl chloride are added at 40° C. The mixture is subsequently stirred at 40° C. for 1.5 h and excess thionyl chloride is then distilled off in vacuo. 776.8 g of 3-hydroxy-2-naphthoyl chloride are obtained as a clear solution in chlorobenzene.

Aufarbeitung

  1. additionare added at 40° C
  2. distillationexcess thionyl chloride is then distilled off in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-010f57394163451cbeb2f2c469a5bced
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756757

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