Potassium Carbonate → HCID 14793344, Verbindung

HRID 570185

Reaktionsgleichung

Reaktionsgleichung von HRID 570185
[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:15])[N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)=[O:5])[CH3:2].C([O-])([O-])=O.[K+].[K+].[Br:22]Br>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:15])[N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:10]=1[Br:22])=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 24408BromineHCID 2799344ethyl 3-(tert-butyl)-1-methyl-1H-pyrazole-5-carboxylate

Produkt 1

HCID 14793344HCID 14793344, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 5-tert-butyl-2-methyl-pyrazole-3-carboxylic acid ethyl ester (2.00 g, 9.51 mmol) and K2CO3 (3.94 g, 28.5 mmol) in DCM (120 mL), in the dark, was added Br2 (1.46 mL, 28.5 mmol) slowly under Ar. After stirring at room temperature for 3 h under Ar, the resulting mixture was quenched with saturated aqueous Na2S2O3 (50 mL). The organic layer was separated and washed with H2O (50 mL) and brine (50 mL), then dried with Na2SO4. Removal of the solvent under reduced pressure yielded a white solid. 1H-NMR (400 MHz, CDCl3) δ: 4.40 (q, J=7.1 Hz, 2H), 4.08 (s, 3H), 1.43 (t, J=7.1 Hz, 3H), 1.42 (m, 9H). Mass Spectrum (LCMS, ESI pos.) Calculated For C11H17BrN2O2: 289.1 (M+H), Measured: 289.1.

Aufarbeitung

  1. customthe resulting mixture was quenched with saturated aqueous Na2S2O3 (50 mL)
  2. customThe organic layer was separated
  3. washwashed with H2O (50 mL) and brine (50 mL)
  4. dry with materialdried with Na2SO4
  5. customRemoval of the solvent under reduced pressure
  6. customyielded a white solid

Quellen und Nachweise

ORD-Eintrag
ord-6068e5464a65454e84925cd59103ee60
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09023846B2

Verknüpfte Notizen

Wird geladen…