Bromine → 4-bromo-1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

HRID 549245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 549245
C([O-])(=O)C.[K+].[Br:6]Br.[CH3:8][O:9][CH2:10][CH2:11][N:12]1[C:16]([CH2:17][CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[CH:15][C:14]([C:24]#[N:25])=[N:13]1.S([O-])(O)=O.[Na+]>C(O)(=O)C.O>[Br:6][C:15]1[C:14]([C:24]#[N:25])=[N:13][N:12]([CH2:11][CH2:10][O:9][CH3:8])[C:16]=1[CH2:17][CH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1

Komponenten

7

Edukt 4

HCID 24408BromineHCID 517044Potassium AcetateHCID 23665763Sodium BisulfiteHCID 671574891-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

Produkt 1

HCID 671576704-bromo-1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrileAusbeute 90,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Potassium acetate (3.12 g, 31.7 mmol) and bromine (2.84 g, 17.7 mmol) were sequentially added to a solution of 1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile (3.16 g, 12.7 mmol) in acetic acid (25 mL). The reaction was stirred for 16 hours at room temperature. Saturated aqueous sodium hydrogensulfite was added until the reaction became colorless. Water was added, and a precipitate formed, was isolated by filtration, washed with water, and dried on the vacuum filter funnel to provide 3.78 g of 4-bromo-1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile as a white solid containing about 2 mol % acetic acid.

Aufarbeitung

  1. customa precipitate formed
  2. customwas isolated by filtration
  3. washwashed with water
  4. customdried on the vacuum
  5. filtrationfilter funnel

Quellen und Nachweise

ORD-Eintrag
ord-b31a214119004e15a1b30be08ad3338e
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943636B2

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