Sodium Carbonate → 4-bromo-1-cyclopentyl-1H-pyrazole

HRID 1930390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1930390
C([O-])([O-])=O.[Na+].[Na+].[CH:7]1([N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)[CH2:11][CH2:10][CH2:9][CH2:8]1.[Br:17]Br>>[Br:17][C:15]1[CH:14]=[N:13][N:12]([CH:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:16]=1

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 108444351-cyclopentyl-1H-pyrazole

Produkt 1

HCID 518921224-bromo-1-cyclopentyl-1H-pyrazoleAusbeute 93 %

Versuchsvorschrift

To a suspension of Na2CO3 (13 g, 124 mmol) in CH2OH2 (100 mL) was added 1-cyclopentyl-1 H-pyrazole (8.35 g, 62 mmol) and Br2 (3.2 mL). The resulting mixture was stirred at RT overnight. The solid was removed by filtration and the filter cake was washed with DCM. The combined filtrates were washed with water, brine and dried over anhydrous MgSO4. The solvent was concentrated to dryness to give 4-bromo-1-cyclopentyl-1 H-pyrazole (14 g, 93%). 1H NMR (300 MHz, CDCl3): δ7.46 (s, 1 H), 7.44 (s, 1 H), 4.64 (m, 1 H), 2.18-1.67(m, 8 H); MS (ESI) m/z: 215.0 [M+H]+.

Aufarbeitung

  1. customThe solid was removed by filtration
  2. washthe filter cake was washed with DCM
  3. washThe combined filtrates were washed with water, brine
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationThe solvent was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-7b1c5c2509e24f45b6a7a68fa771ec5e
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188113B2

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