反応 #79984

反応方程式

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

Intermediate 59

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

Trimethylsilyl acetylene

→

title compound

収率 90.0%

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

収率 90.0%

溶媒

triethylamine

tetrahydrofuran

反応条件

後処理

1. 1
   その他sparged with argon for 5 minutes
2. 2
   その他The resulting reaction mixture

実験手順

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).

出典