These common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, 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. HPLC of Formula: C9H6F3N
In a first Schlenk vessel 2,5-difluoro-1,4-benzenedicarbaldehyde 1 (680 mg, 0.40 mmol) and (4-trifluoromethyl)phenylacetonitrile 2 (1.48 g, 0.80 mmol) were taken in absolute ethanol (50 mL). In a second Schlenk vessel, sodium ethoxide (0.400 g, 5.76 mmol) and freshly distilled dry pyridine (4.96 mmol, 0.40 mL) were taken in absolute ethanol (50 mL). Under protection from air, the two solutions were mixed and heated to reflux for 3 h.;Then, pyridine and volatiles were removed under reduced pressure. Under protection from air, the residue was repeatedly extracted with small portions (15 mL) of dichloromethane. The organic layer was washed with water, dried over anhydrous MgSO4, and then, filtered through a syringe filter. The extract was evaporated under reduced pressure to leave the residue affording 2,5-difluoro-1,4-phenylene-3,3′-bis{2-[(4-trifluoromethyl)phenyl]acrylonitrile} 3 in 90% yield. Pale-green solid, M.p: 259-261 C; 1H NMR (400 MHz, CDCl3) 7.76 (d, phenyl, 4 H, J = 8.2 Hz), 7.83 (s, 2 H, ethenyl-H), 7.85 (d, 4 H, phenyl, J = 8.2 Hz), 8.21 (t, 2H, phenyl, J = 8.4 Hz). EI-MS (MH+): 503. Elemental analysis calculated for C26H12F8N2: C, 61.91%; H, 2.40%; N, 5.55%. Found: C, 61.80%; H, 2.55%; N, 5.64%.
The synthetic route of 4-(Trifluoromethyl)phenylacetonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Article; Moriguchi, Tetsuji; Kitou, Naoya; Jalli, Venkataprasad; Yoza, Kenji; Nagamatsu, Shuichi; Okauchi, Tatsuo; Tsuge, Akihiko; Takashima, Wataru; Journal of Molecular Structure; vol. 1118; (2016); p. 372 – 377;,
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