反応 #48903

反応方程式

HCl

1-(2,3-dihydroxy-4-methoxyphenyl)ethanone

bromocyclopentane

potassium carbonate

→

1-[3-(cyclopentyloxy)-2-hydroxy-4-methoxyphenyl]ethanone

溶媒

DMF

反応条件

後処理

1. 1
   温度to cool to rt
2. 2
   抽出extracted with diethyl ether (250 mL×2)
3. 3
   その他The combined extracts were dried
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他purified by silica gel chromatography (1:0→17:3; hexanes:ethyl acetate)

実験手順

A mixture of 1-(2,3-dihydroxy-4-methoxyphenyl)ethanone (10 g, 55 mmol), bromocyclopentane (6.0 mL, 56 mmol), potassium carbonate (15.5 g, 112 mmol), and anhydrous DMF (100 mL) was heated at 110° C. under N2 for 17 h and then allowed to cool to rt. The mixture was poured into 0.5N HCl (600 mL) and extracted with diethyl ether (250 mL×2). The combined extracts were dried, filtered, concentrated, and purified by silica gel chromatography (1:0→17:3; hexanes:ethyl acetate) to give 1-[3-(cyclopentyloxy)-2-hydroxy-4-methoxyphenyl]ethanone: MS (ESI): 251.2.

出典