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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 751331Erstellt: 26. Oktober 2026

Water → 2-Chloro-1-methyl-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/751331

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt2-chloro-1H-indole-3-carbaldehydeHCID 314791—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Chloro-1-methyl-1H-indole-3-carbaldehydeHCID 314792108,9%

Reaktionsschritte

A solution of 2-chloro-1H-indole-3-carboxaldehyde (1.0 g, 5.5 mmol) in DMF (30 mL) is treated portionwise over 10 min with 60% sodium hydride (440 mg, 11 mmol). After stirring for 30 min, methyl iodide (685 μL, 11 mmol) is slowly added and the resulting mixture is stirred 3 hr at room temperature. Water (5 mL) is cautiously added and the solvents are removed. The residue is dissolved in ethyl acetate and washed with water, with brine, dried, filtered and concentrated to give 2-chloro-1-methyl-1H-indole-3-carboxaldehyde (1.16 g, 105%), mp 94.5-95.5° C., as a white solid. MS 194 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405300B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-db7c0c23a38e4024ba0f91b3d240dd7d
Quellennotizuspto-grants-2008_07