Hydrochloric Acid → 1-(4-Hydroxynaphthalen-1-yl)thiolan-1-ium chloride

HRID 41842

Reaktionsgleichung

Reaktionsgleichung von HRID 41842
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:12]1[S:16](=O)[CH2:15][CH2:14][CH2:13]1.[ClH:18]>CO>[Cl-:18].[OH:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S+:16]2[CH2:12][CH2:13][CH2:14][CH2:15]2)=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 1128Tetramethylene sulfoxideHCID 70051-Naphthol

Produkt 1

HCID 714422161-(4-Hydroxynaphthalen-1-yl)thiolan-1-ium chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
-16 °C

Versuchsvorschrift

In 50 g of methanol were dissolved 10 g (0.069 mol) of 1-naphthol and 7.2 g (0.069 mol) of tetramethylene sulfoxide. The solution was cooled to −16° C. An excess of hydrogen chloride gas was fed to the solution at a temperature below 20° C. Nitrogen gas was bubbled to expel the excess of hydrogen chloride. The reaction solution was concentrated and combined with water and diisopropyl ether, from which a water layer was separated. It was an aqueous solution of 4-hydroxynaphthyl-1-tetrahydrothiophenium chloride. This aqueous solution was used in the subsequent step without further isolation.

Aufarbeitung

  1. customwas fed to the solution at a temperature below 20° C
  2. customNitrogen gas was bubbled
  3. concentrationThe reaction solution was concentrated
  4. customwas separated

Quellen und Nachweise

ORD-Eintrag
ord-1158d82d9aa24d7db4dbdc5a06a5f6fd
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08535869B2

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