反応 #329630

反応方程式

water

5,6-dihydroxyindanone

iodopentane

caesium carbonate

heptane ethyl acetate

→

expected product

収率 48.0%

Methyl 3-(3-oxo-6-pentyloxyindan-5-yloxymethyl)benzoate

収率 48.0%

溶媒

DMF

反応条件

後処理

1. 1
   温度The medium is cooled to room temperature
2. 2
   抽出extracted with methylene chloride
3. 3
   洗浄The combined organic phases are washed with water
4. 4
   乾燥dried over sodium sulfate
5. 5
   濃縮concentrated (1.9 g solid)

実験手順

A mixture of 5,6-dihydroxyindanone (2.2 g; 13.4 mmol), iodopentane (1.75 ml; 13.4 mmol) and caesium carbonate (Cs2CO3; 4.8 g; 14.7 mmol) in DMF (50 ml) is heated at 40° C. for 35 minutes. The medium is cooled to room temperature, poured into water and extracted with methylene chloride. The combined organic phases are washed with water, dried over sodium sulfate and then concentrated (1.9 g solid). Flash chromatography (85/15 heptane/ethyl acetate) gives the expected product (1.5 g; 48% yield).

出典