Dimethylformamide → 1-Naphthylacrylonitrile

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).

1. customThe contents of the flask were irradiated for 3.50 min with an effect of 80 W
2. temperatureAfter cooling
3. extractionwas extracted three times with 25 ml DCM
4. washThe combined extracts were washed with 25 ml water
5. concentrationconcentrated to an oil
6. customThe crude product was purified by column chromatography on silica gel

ORD-Eintrag

ord-6c5023654de6452b8cb31da81b2c133f

Quelldatensatz

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06136157