Methyl iodide → 4-Nitrophenyl methyl sulfide

温度

10 °C

To a suspension of p-nitrothiophenol (20 g, 0.129 mol) in water (150 mL) was added an aqueous solution of sodium hydroxide (75 mL, 2 N) at room temperature. After the mixture was stirred for 15 minutes and cooled to 10° C., methyl iodide (57 g, 25 mL, 0.401 mol) was added slowly. The reaction mixture was allowed to warm to room temperature and stirred for 2.5 hours. The resulting mixture was extracted with diethyl ether (100 mL×3). The organic layers were combined, washed with water (200 mL) and brine (200 mL), dried over calcium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford 11 g of 1-(methylsulfanyl)-4-nitrobenzene as a yellow solid.

1. temperatureto warm to room temperature
2. stirringstirred for 2.5 hours
3. extractionThe resulting mixture was extracted with diethyl ether (100 mL×3)
4. washwashed with water (200 mL) and brine (200 mL)
5. dry with materialdried over calcium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by silica gel column chromatography

ORDレコード

ord-d7ccfdfe81114b4f9d7cad3ce0991d41

出典データセット

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08871756B2