Triethylamine → HCID 86650597, Verbindung

HRID 1257409

Reaktionsgleichung

Reaktionsgleichung von HRID 1257409
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[C:11]([CH2:14][NH:15][NH:16][C:17](OC(C)(C)C)=O)[S:12][CH:13]=2)[CH:6]=[CH:7][CH:8]=1.CN(C=[C:30]([C:36](=O)[C:37]([F:40])([F:39])[F:38])[C:31]([O:33][CH2:34][CH3:35])=[O:32])C.C(N(CC)CC)C>C(O)C>[F:38][C:37]([F:39])([F:40])[C:36]1[N:15]([CH2:14][C:11]2[S:12][CH:13]=[C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:24])[F:25])[CH:4]=3)[N:10]=2)[N:16]=[CH:17][C:30]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 53979199Butanoic acid, 2-[(dimethylamino)methylene]-4,4,4-trifluoro-3-oxo-, ethyl esterHCID 66939173Tert-butyl 2-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)hydrazinecarboxylate

Produkt 1

HCID 86650597HCID 86650597, VerbindungAusbeute 69,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of the compound (0.16 g) obtained in Example 103c, ethyl 2-[(dimethylamino)methylidene]-4,4,4-trifluoro-3-oxobutanoate (0.10 g), triethylamine (0.21 mL) and ethanol (4 mL) was heated under reflux for 16 hr. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate and saturated brine. The ethyl acetate layer was separated, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (0.13 g) as a colorless oil.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. customThe ethyl acetate layer was separated
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-f032328639a14c0ea6a73d18ced22239
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08461348B2

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