Methyl iodide → 1578484-60-2

HRID 523108

Reaktionsgleichung

Reaktionsgleichung von HRID 523108
[H-].[Na+].[Br:3][C:4]1[CH:5]=[N:6][N:7]([CH3:11])[C:8]=1[CH2:9][OH:10].I[CH3:13]>C1COCC1.CN(C=O)C.C1COCC1.[Cl-].[Na+].O>[Br:3][C:4]1[CH:5]=[N:6][N:7]([CH3:11])[C:8]=1[CH2:9][O:10][CH3:13]

Komponenten

7

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57415773(4-bromo-1-methyl-1H-pyrazol-5-yl)methanol

Produkt 1

HCID 899956041578484-60-2Ausbeute 67,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8028TetrahydrofuranLösungsmittelHCID 21974620tetrahydrofuran N,N-dimethylformamideLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

NaH (60%, 58 mg) was added to a solution of (4-bromo-1-methyl-1H-pyrazol-5-yl)methanol (Preparation 149, 97 mg, 1.03 mmol) in THF/DMF (8/4 mL). After stirring for 15 minutes, iodomethane (439 mg, 3.09 mmol) in THF (1 mL) was added. The resulting solution was stirred at room temperature for 16 hours. The reaction mixture was diluted with brine and extracted with EtOAc. The combined organic layers were washed with water, dried over sodium sulphate and concentrated in vacuo to afford the title compound (142 mg, 67%).

Aufarbeitung

  1. stirringThe resulting solution was stirred at room temperature for 16 hours
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-07e36eea7b7d45ccb68517445ea40eec
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334286B2

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