反応 #456093

反応方程式

1-iodonaphthalene

acrylonitrile

triethylamine

DMF

→

1-Naphthylacrylonitrile

収率 90.0%

溶媒

water

反応条件

後処理

1. 1
   その他The contents of the flask were irradiated for 3.50 min with an effect of 80 W
2. 2
   温度After cooling
3. 3
   抽出was extracted three times with 25 ml DCM
4. 4
   洗浄The combined extracts were washed with 25 ml water
5. 5
   濃縮concentrated to an oil
6. 6
   その他The crude product was purified by column chromatography on silica gel

実験手順

Table 1, Entry 4. In the reaction tube were mixed 1-iodonaphthalene (0.254 g, 1.0 mmol), acrylonitrile (0.066 g, 1.25 mmol), palladium acetate (0.00225 g, 0.01 mmol), triethylamine (0.50 ml) and 0.50 ml DMF.under nitrogen. The contents of the flask were irradiated for 3.50 min with an effect of 80 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml DCM. The combined extracts were washed with 25 ml water and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane/diethyl ether (2/1) as the eluent. The yield was 90% (white solid, trans/cis 4/1).

出典