These common heterocyclic compound, 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: iodides-buliding-blocks
This reaction was performed under a nitrogen atmosphere. To a 100-mE reactor were added (-)-5-meth- ylmenthyl carboxylic acid (1R,25)-lla (450mg, 2.27 mmol) obtained in Synthesis Example 15, thionyl chloride (0.25 mE, 1.50 eq.), and a few drops of DMF, followed by stirring at room temperature for 3 hours. The solution in the system was distilled oil, and toluene (2 mE) was added thereto. The inside of the system was cooled to 100 C. or lower in an ice bath, and 4-aminobenzcyanide (900 mg, 3.0 eq.) was added slowly thereto. After two and a half hours, completion of the reaction was confirmed by GC-MS, and a post-treatment was performed. The reaction solution was transferred to a separating funnel and tap water and chloroform were added thereto to effect washing. The oil layer was washed twice with dilute hydrochloric acid, and thrther washed once with a saturated saline solution, and then dried with anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure, and then isolation and purification were performed by column chromatography, whereby an amorphous solid was obtained (545 mg, yield: 77%, 80% cc.).10429] [a]D20=_20.6 (c=0.5, EtOH)HRMS: mass: 317.2202, actual measurement value: 317.2211 (Fl) ?H-NMR (500 MHz, CDC13): oe0.86 (d, 3H, J=7.0 Hz), 0.88-1.00 (m, 9H), 1.20-1.31 (m, 3H), 1.39-1.65 (m, 4H), 1.71-1.81 (m, 1H), 2.30 (td, 1H, J=11.8, 3.8 Hz), 3.70 (s, 2H), 7.26 (d, 2H, J=8.0 Hz), 7.32 (br, 1H), 7.56 (d, 1H, J=8.0 Hz)
The synthetic route of 2-(4-Iodophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.