반응 #52415

반응 방정식

1-bromo-4-(1-methoxycyclopropyl)-benzene

Intermediate 59

1-bromo-4-(1-methoxycyclopropyl)-benzene

Trimethylsilyl acetylene

→

title compound

수율 90.0%

[4-(1-Methoxycyclopropyl)-phenylethynyl]-trimethylsilane

수율 90.0%

용매

triethylamine

tetrahydrofuran

반응 조건

후처리

1. 1
   기타sparged with argon for 5 minutes
2. 2
   기타The resulting reaction mixture

실험 절차

Using General Procedure D; 1-bromo-4-(1-methoxycyclopropyl)-benzene (Intermediate 59, 300.0 mg, 1.32 mmol) in triethylamine (4 mL) and anhydrous tetrahydrofuran (4 mL) was treated with copper(I)iodide (93.0 mg, 0.13 mmol) and then sparged with argon for 5 minutes. Trimethylsilyl acetylene (1.39 g, 14.2 mmols) was then added followed by dichlorobis(triphenylphosphine)palladium(II) (93.0 mg, 0.13 mmol). The resulting reaction mixture was heated to 70° C. for 60 h. The title compound (286.0 mg, 90%) was isolated by chromatography (0-3% EtOAc—hexanes).

출처