Pyridine → Methyl 2,4-dichloro-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate

HRID 1374164Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1374164
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([OH:12])[C:3]=1[C:4]([O-:6])=[O:5].N1C=CC=C[CH:14]=1.[F:19][C:20]([F:26])([F:25])[S:21](O)(=[O:23])=[O:22]>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([O:12][S:21]([C:20]([F:26])([F:25])[F:19])(=[O:23])=[O:22])[C:3]=1[C:4]([O:6][CH3:14])=[O:5]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 62406Trifluoromethanesulfonic acidHCID 178524831HCID 178524831, Verbindung

Produkt 1

HCID 21075880Methyl 2,4-dichloro-6-{[(trifluoromethyl)sulfonyl]oxy}benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2,4-dichloro-6-hydroxybenzoate (4.64 g, 20.99 mmol) and pyridine (1.87 mL, 23.09 mmol) in 100 mL CH2Cl2 was cooled to 0° C. Trifluoromethanesulfonic acid (4.94 mL, 29.39 mmol) was added, and the solution was stirred for 2 h. The reaction mixture was washed with aqueous sodium bicarbonate, aqueous copper sulfate and brine, dried over Na2SO4, filtered and concentrated to provide methyl 2,4-dichloro-6-{[(trifluoromethyl)sulfonyl]oxy}-benzoate that gave proton NMR spectra consistent with theory.

Aufarbeitung

  1. washThe reaction mixture was washed with aqueous sodium bicarbonate, aqueous copper sulfate and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-be40886607734cce96686ce804560c2c
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07163951B2

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