Pyridine → Methyl 4-methanesulfonyl-2-methyl-3-(trifluoromethanesulfonyl)oxybenzoate

HRID 1585464Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1585464
[OH:1][C:2]1[C:3]([CH3:16])=[C:4]([CH:9]=[CH:10][C:11]=1[S:12]([CH3:15])(=[O:14])=[O:13])[C:5]([O:7][CH3:8])=[O:6].N1C=CC=CC=1.[F:23][C:24]([F:30])([F:29])[S:25](O)(=[O:27])=[O:26]>C(Cl)Cl>[CH3:15][S:12]([C:11]1[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[C:3]([CH3:16])[C:2]=1[O:1][S:25]([C:24]([F:30])([F:29])[F:23])(=[O:27])=[O:26])(=[O:14])=[O:13]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 62406Trifluoromethanesulfonic acidHCID 18694846Methyl 3-hydroxy-4-methanesulfonyl-2-methylbenzoate

Produkt 1

HCID 18694857Methyl 4-methanesulfonyl-2-methyl-3-(trifluoromethanesulfonyl)oxybenzoateAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

8.8 g (0.036 mol) of methyl 3-hydroxy-4-methanesulfonyl-2-methyl-benzoate was dissolved in 100 ml of methylene chloride, and 8.3 g (0.11 mol) of pyridine was added. After the solution was cooled to 0° C., 12.2 g (0.043 mol) of anhydrous trifluoromethanesulfonic acid was added. After stirring at room temperature for 1 hour, the reaction mixture was washed with 1N hydrochloric acid and subsequently with saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 13.5 g of methyl 4-methanesulfonyl-2-methyl-3-(trifluoromethanesulfonyl)oxybenzoate. Yield=99%.

Aufarbeitung

  1. washthe reaction mixture was washed with 1N hydrochloric acid and subsequently with saturated sodium chloride solution
  2. dry with materialdried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7719549e4b174447b74d31accaeae9a0
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05939360

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