Hydrochloric Acid → 2-(2-Methanesulfonyloxyethyl)-5,6,7-trimethoxynaphthalene

HRID 987420Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 987420
[OH:1][CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([O:18][CH3:19])=[C:9]([O:16][CH3:17])[C:10]=2[O:14][CH3:15])[CH:5]=1.[CH3:20][S:21](Cl)(=[O:23])=[O:22].Cl>N1C=CC=CC=1>[CH3:20][S:21]([O:1][CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][C:8]([O:18][CH3:19])=[C:9]([O:16][CH3:17])[C:10]=2[O:14][CH3:15])[CH:5]=1)(=[O:23])=[O:22]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 218915912-(2-Hydroxyethyl)-5,6,7-trimethoxynaphthalene

Produkt 1

HCID 218915682-(2-Methanesulfonyloxyethyl)-5,6,7-trimethoxynaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

2-(2-Hydroxyethyl)-5,6,7-trimethoxynaphthalene (1.26 g) was dissolved in pyridine (5 mL), methanesulfonyl chloride (715 mg) was added at 0° C. to the solution, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was acidified with hydrochloric acid and extracted with ethyl acetate. The resultant extract was washed with water and saturated brine. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:5) to obtain the title compound.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. extractionThe resultant extract
  3. washwas washed with water and saturated brine
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:5)

Quellen und Nachweise

ORD-Eintrag
ord-fdf21c993a7944ab8c2f4e1f9167b102
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06632810B2

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