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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1683977Erstellt: 26. Oktober 2026

Triphenylphosphine → 2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyI]ethyl bromide

https://huagongshe.com/reaction/1683977

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktBromineHCID 24408—
Edukt2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl) cyclopropyl]ethanolHCID 54554275—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-[1-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)cyclopropyI]ethyl bromideHCID 1904170045,2%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Bromine (136 mg, 0.85 mmol) was added to a-78° C. solution of triphenylphosphine (244 rag, 0.93 mmol) in 4 mL CH2Cl2, and the mixture was stirred 0.5 h at 0° C. and 5 rain at r.t. before recooling to -5° C. The alcohol from Step 8 (319 mg, 0.77 mmol) was then slowly added as a 1 mL CH2Cl2 solution and the mixture was stirred 2 h at 0° C. The reaction mixture was partitioned between CH2Cl2 and saturated NaHCO3. The organic layer was dried over MgSO4, concentrated and the residue purified by flash chromatography (10% ethyl acetate in hexane) to give 166 mg of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05639780
Quelldatensatzuspto-grants-1997_06
ORD IDord-daf665c75ff14761a40045b1545ca78c
Quellennotizuspto-grants-1997_06