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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481524Erstellt: 26. Oktober 2026

Methyl iodide → 4-(1,1-Dimethyl-2-butynyl)anisole

https://huagongshe.com/reaction/481524

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
Edukt4-(1,1-Dimethyl-3,3-dibromo-2-propenyl)anisoleHCID 19066422—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(1,1-Dimethyl-2-butynyl)anisoleHCID 1906650886%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a stirred solution of Compound 53 (335 mg, 1.00 mmol) in THF (10 ml) was added n-BuLi (1.69M in hexane, 1.19 ml, 2.01 mmol) at -78° C. under N2, then warmed up to 0° C., and stirred for 1.5 h. MeI (213 mg, 1.50 mmol) was added, and stirred for 1.5 h at 0° C. The mixture was quenched by the addition of NH4Cl aq., and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated. This was purified by SiO2 chromatography to give Compound 54 (162 mg, 86%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05789423
Quelldatensatzuspto-grants-1998_08
ORD IDord-2ea3746090b5481bb563e3337c69d2d3
Quellennotizuspto-grants-1998_08