Triethylamine → 2-Butyramido-4-nitrophenyl trifluoromethanesulfonate

HRID 40117

Reaktionsgleichung

Reaktionsgleichung von HRID 40117
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11][C:12](=[O:16])[CH2:13][CH2:14][CH3:15].CCN(CC)CC.[O:24](S(C(F)(F)F)(=O)=O)[S:25]([C:28]([F:31])([F:30])[F:29])(=O)=[O:26]>C(Cl)Cl>[F:29][C:28]([F:31])([F:30])[S:25]([O:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11][C:12](=[O:16])[CH2:13][CH2:14][CH3:15])(=[O:26])=[O:24]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 3599768N-(2-hydroxy-5-nitrophenyl)butanamide2×

Produkt 1

HCID 112912342-Butyramido-4-nitrophenyl trifluoromethanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of N-(2-hydroxy-5-nitrophenyl)butyramide (Compound 117, 1.75 g, 7.8 mmol) in CH2Cl2 (40 ml) at 0° C. was added Et3N (1.4 ml, 10.1 mmol) and Tf2O (1.7 ml, 10.2 mmol). After 10 min, the reaction was diluted with CH2Cl2, washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes) to yield the title compound.

Aufarbeitung

  1. washwashed with H2O and brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by chromatography on silica gel (0→25% EtOAc-hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-da175815e55247df81ca8bc698266e3a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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