1-Bromopropane → HCID 67154078, compound

Participants

Reaction Steps

6.694 g of ethyl 4-nitrophenylacetate are dissolved in 30 ml of DMF, added dropwise to a suspension of 1.4 g of sodium hydride in 30 ml of DMF with ice-cooling and stirred for 30 min. 2.91 ml of 1-bromopropane in 20 ml of DMF are subsequently added, and the mixture is stirred at 23° C. for 12 h. The reaction mixture is subsequently stirred into 100 ml of saturated ammonium chloride solution. The mixture is washed four times with 100 ml of ethyl acetate each time, the combined organic phases with 100 ml of sodium chloride solution, dried over sodium sulfate and, after filtration, evaporated to dryness in vacuo. The residue is purified by column chromatography (reversed phase). Yield: 5.3 g (66%) of ethyl 2-(4-nitrophenyl)pentanoate; LC-MS retention time: 2.28 min (“nonpolar” gradient).

Provenance & Evidence