反応 #930361

反応方程式

[4-(3-bromo-propoxy)-3-methyl-benzofuran-2-yl]methanol

→

titled compound

収率 73.0%

4-(3-bromo-propoxy)-3-methyl-benzofuran-2-carbaldehyde

収率 73.0%

溶媒

chloroform

反応条件

後処理

1. 1
   ろ過The mixture was filtered through a pad of Celite
2. 2
   濃縮concentrated in vacuo

実験手順

To a solution of [4-(3-bromo-propoxy)-3-methyl-benzofuran-2-yl]methanol (690 mg) in chloroform (10 ml) was added manganese(IV) oxide (1.2 g) at room temperature and the mixture was stirred vigorously overnight. The mixture was filtered through a pad of Celite and concentrated in vacuo. The titled compound (500 mg) was obtained as a white solid after the purification by silica gel column chromatography developed by the mixture of hexane and ethyl acetate. EI-MS: m/z 297 (M+); 1H-NMR (CDCl3): δ 2.38-2.47 (2H, m), 2.74 (3H, s), 3.65 (2H, t, J=6.6 Hz), 4.23 (2H, t, J=5.9 Hz), 6.68 (1H, d, J=7.9 Hz), 7.14 (1H, d, J=8.9 Hz), 7.40 (1H, t, J=8.3 Hz), 9.97 (1H, s).

出典