Sulfuric Acid → 1-Methyl-1,2,3,4-tetrahydroquinoline-6-sulfonic acid

HRID 641919

Reaktionsgleichung

Reaktionsgleichung von HRID 641919
[OH:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1>CCOCC>[CH3:6][N:7]1[C:16]2[C:11](=[CH:12][C:13]([S:2]([OH:5])(=[O:3])=[O:1])=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 681091,2,3,4-Tetrahydro-1-methylquinoline

Produkt 1

HCID 534141951-Methyl-1,2,3,4-tetrahydroquinoline-6-sulfonic acidAusbeute 36,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of H2SO4 (6 g, 60.00 mmol) in ether (40 mL) was added dropwise to a solution of 1-methyl-1,2,3,4-tetrahydroquinoline (9 g, 61.14 mmol) in diethylether (10 mL) at 5° C. The resulting solution was maintained at room temperature for 30 minutes, then under vacuum, with stirring, for an additional 3 hours at 170° C. The resulting mixture was washed with methanol (1×100 mL) and filtered to afford 5 g (34%) of 1-methyl-1,2,3,4-tetrahydroquinoline-6-sulfonic acid as a white solid.

Aufarbeitung

  1. washThe resulting mixture was washed with methanol (1×100 mL)
  2. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-b48a283f57c54a9182781c54a2aa3735
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696229B2

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