1-Hydroxy-2-naphthoic acid → 4-Chloro-1-hydroxy-2-naphthoic acid

HRID 1039119Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1039119
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([OH:14])=[O:13].S(Cl)([Cl:18])(=O)=O>C(Cl)(Cl)Cl>[Cl:18][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([C:12]([OH:14])=[O:13])[CH:4]=1

Komponenten

4

Edukt 2

HCID 68441-Hydroxy-2-naphthoic acidHCID 24648Sulfuryl chloride

Produkt 1

HCID 794164-Chloro-1-hydroxy-2-naphthoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a suspension of 30.0 g 1-Hydroxy-naphthalene-2-carboxylic acid in 600 ml chloroform a mixture of 14.9 ml sulfuryl chloride and 20 ml chloroform was added dropwise. After stirring the reaction for 8 h at room temperature the precipitated product was isolated by filtration, washed with dichloromethane and recrystallized from isopropanol/water to yield 25.1 g of 4-chloro-1-hydroxy-naphthalene-2-carboxylic acid as off-white solid.

Aufarbeitung

  1. additionwas added dropwise
  2. customthe reaction for 8 h at room temperature the precipitated product
  3. customwas isolated by filtration
  4. washwashed with dichloromethane
  5. customrecrystallized from isopropanol/water

Quellen und Nachweise

ORD-Eintrag
ord-69089743b34f464bb0ef0f07ca287a1c
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552033B2

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