反応 #1572241

反応方程式

4-hydroxybenzaldehyde

2-cyclopropylethanol

triphenylphosphine

diethyl azodicarboxylate

→

titled compound

収率 75.6%

4-(2-Cyclopropylethoxyl)benzaldehyde

収率 75.6%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   濃縮After concentrating the reaction mixture under reduced pressure, ethyl acetate (7.50 mL) and n-hexane (143 mL)
3. 3
   workup.ADDITIONwere added
4. 4
   workup.STIRRINGthe mixture was stirred at room temperature for 15 minutes
5. 5
   その他The precipitate was removed by filtration through Celite (registered trademark)
6. 6
   濃縮The filtrate was concentrated under reduced pressure
7. 7
   その他the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=95:5-50:50)

実験手順

To a mixture of 4-hydroxybenzaldehyde (2.84 g), 2-cyclopropylethanol (2.00 g), triphenylphosphine (6.09 g) and tetrahydrofuran (100 mL), diethyl azodicarboxylate (2.2 mol/L, solution in toluene, 10.5 mL) was added and the mixture was stirred at room temperature for 4 days. After concentrating the reaction mixture under reduced pressure, ethyl acetate (7.50 mL) and n-hexane (143 mL) were added and the mixture was stirred at room temperature for 15 minutes. The precipitate was removed by filtration through Celite (registered trademark). The filtrate was concentrated under reduced pressure and, thereafter, the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=95:5-50:50) to give the titled compound as a yellow oil (3.34 g).

出典