Pyridine → HCID 57666065, Verbindung

HRID 426308

Reaktionsgleichung

FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.[CH3:16][O:17][C:18](=[O:28])[CH2:19][C:20]1[CH:25]=[C:24]([OH:26])[CH:23]=[C:22](O)[CH:21]=1.N1C=CC=CC=1>C(Cl)Cl>[CH3:16][O:17][C:18](=[O:28])[CH2:19][C:20]1[CH:25]=[C:24]([O:26][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:8])=[O:6])[CH:23]=[C:22]([O:6][S:7]([C:10]([F:11])([F:12])[F:13])(=[O:8])=[O:9])[CH:21]=1

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

Trifluoromethanesulphonic anhydride (7.05 g, 25.0 mmol) was added dropwise to a solution of 3,5-dihydroxyphenyl acetic acid methyl ester (1.80 g, 10.0 mmol) and pyridine (4.9 mL, 60.0 mmol) in DCM (20 mL) at 0° C. The temperature was maintained at 0° C. for 15 mins before warming to room temperature and the mixture stirred for 18 hrs. The reaction was diluted with DCM washed with H2O, Na2CO3, dil. HCl, brine, dried (MgSO4) and evaporated under reduced pressure to give a yellow oil. The residue was purified by flash column chromatography (EtOAc:petroleum ether), yield 4.0 g (89%), 1H NMR (CDCl3) δ 7.31 (d, 2H), 7.17 (t, 1H), 3.74 (s, 3H), 7.73 (s, 2H).

Aufarbeitung

temperaturebefore warming to room temperature
washwashed with H2O, Na2CO3, dil. HCl, brine
dry with materialdried (MgSO4)
customevaporated under reduced pressure
customto give a yellow oil
customThe residue was purified by flash column chromatography (EtOAc:petroleum ether), yield 4.0 g (89%), 1H NMR (CDCl3) δ 7.31 (d, 2H), 7.17 (t, 1H), 3.74 (s, 3H), 7.73 (s, 2H)

Quellen und Nachweise

ORD-Eintrag: ord-10cdcfd1f2534856853208137ba24cd5
Quelldatensatz: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08106236B2

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