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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 523108Erstellt: 26. Oktober 2026

Methyl iodide → 4-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazole

https://huagongshe.com/reaction/523108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt(4-bromo-1-methyl-1H-pyrazol-5-yl)methanolHCID 57415773—
LösungsmittelTetrahydrofuranHCID 8028—
Lösungsmitteltetrahydrofuran N,N-dimethylformamideHCID 21974620—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt4-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazoleHCID 8999560467,2%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334286B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-07e36eea7b7d45ccb68517445ea40eec
Quellennotizuspto-grants-2016_05