反応 #91363

反応方程式

6-hydroxy-3,4-dihydro-1(2H)-naphthalenone

(2-bromoethyl)benzene

potassium carbonate

→

title compound

収率 61.1%

6-(2-phenylethoxy)-1,2,3,4-tetrahydronaphthalen-1-one

収率 61.1%

溶媒

ACN

反応条件

後処理

1. 1
   温度The solution was heated
2. 2
   温度at reflux overnight
3. 3
   ろ過The reaction was filtered
4. 4
   濃縮concentrated
5. 5
   その他purified by silica gel chromatography (PE/EtOAc/DCM=10:1:2)

実験手順

To a solution of 6-hydroxy-3,4-dihydro-1(2H)-naphthalenone (2.0 g, 12.3 mmol) and (2-bromoethyl)benzene (4.8 g, 25.8 mmol) in ACN (20 mL) was added potassium carbonate (3.4 g, 24.6 mmol) at rt. The solution was heated at reflux overnight. The reaction was filtered, concentrated, and purified by silica gel chromatography (PE/EtOAc/DCM=10:1:2) to give 2.0 g (61%) of the title compound as a brown oil. 1H NMR (300 MHz, CDCl3): δ 2.08-2.16 (2H, m), 2.62 (2H, t, J=6.3 Hz), 2.92 (2H, t, J=6.3 Hz), 3.13 (2H, t, J=7.2 Hz), 2.92 (2H, t, J=7.2 Hz), 6.71 (1H, d, J=2.1 Hz), 6.83 (1H, dd, J=2.4, 8.7 Hz), 7.27-7.38 (5H, m), 8.01 (1H, dd, J=8.7 Hz).

出典