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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 643928Erstellt: 24. Oktober 2026

Methyl iodide → 5-Methoxy-2-methylindan-1-one

https://huagongshe.com/de/reaction/643928

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktDiisopropylamineHCID 7912—
EduktAmmonium ChlorideHCID 25517—
Edukt5-Methoxyindan-1-oneHCID 78787—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Methoxy-2-methylindan-1-oneHCID 1229049043,9%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of diisopropylamine (5.2 mL, 36.9 mmol), in THF (20 mL) is added n-BuLi (14.8 mL, 36.9 mmol, 2.5 M in hexane) at −78° C. After 30 min, 5-methoxyindan-1-one (5.0 g, 30.8 mmol) in THF (35 mL) is added. After it is stirred at −78° C. for 1 h, the mixture is warmed to 10° C. for 30 min. The mixture is cooled again to −78° C. and methyl iodide (2.3 mL, 36.9 mmol) is added. The mixture is then warmed to RT over 1 h. NH4Cl solution is added and extracted with EtOAc. The organic extract is dried with MgSO4, concentrated and purified by chromatography to give the title compound (2.38 g): (M+H)+=177.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700633B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-fd0cd4ccf53c4c05b64e2e0a30f64b4f
Quellennotizuspto-grants-2010_04