Electric Literature of 4210-32-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4210-32-6, name is 4-(tert-Butyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.
BuLi (2.5 M in hexanes, 0.46 mL, 1.14 mmol) wasadded to dry Pri2NH(127.5 mg, 1.3 mmol) in dry THF (2.0 mL) at -78¡ãCand the mixture was stirred at -78¡ãC for 10 min. Compound 41 (200 mg, 1.1 mmol) in dry THF (2.0 mL) was added and the mixturewas stirred for 1 h at -78¡ãC. 4-(1,1-Dimethylethyl)benzonitrile (180 mg, 1.1mmol) in dry THF (2.0 mL) was added and the mixture was stirred for 1 h at-78¡ãC, then at 20¡ãC for 16 h. Water (1.0 mL) was added. The mixturewas diluted with CH2Cl2, washed thrice with brine anddried. Evaporation and washing (EtOH) gave 13c (96.5 mg, 29percent) as a whitesolid: mp 204-206¡ãC; IR nmax3295, 1642 cm-1; 1H NMR ((CD3)2SO)(COSY) d 1.33 (9 H, s, CMe3),2.55 (3 H, s, 5-Me), 6.82 (1 H, s, 4-H), 7.35 (1 H, t, J = 7.6 Hz, 7-H), 7.51 (2 H, d, J= 7.6 Hz, Ph 3,5-H2), 7.54 (1 H, d, J = 7.2 Hz, 6-H), 7.75 (2 H, d, J= 7.6 Hz, Ph 2,6-H2), 8.06 (1 H, d, J = 8.0 Hz, 8-H), 11.48 (1 H, br, NH); 13C NMR((CD3)2SO) (HSQC / HMBC) d 18.75 (Me), 30.97 (CMe3), 34.44 (CMe3),99.60 (4-C), 124.56 (8-C), 124.86 (8a-C), 125.51 (Ph 3,5-C2), 125.72(7-C), 126.56 (Ph 2,6-C2), 131.44 (Ph 1-C), 133.15 (6-C), 133.60(4a-C), 136.69 (5-C), 139.84 (3-C), 151.87 (Ph 4-C), 162.97 (1-C); MS m/z 292.1686 (M + H)+ (C20H22NOrequires 292.1703).
The chemical industry reduces the impact on the environment during synthesis 4-(tert-Butyl)benzonitrile. I believe this compound will play a more active role in future production and life.
Reference:
Article; Paine, Helen A.; Nathubhai, Amit; Woon, Esther C.Y.; Sunderland, Peter T.; Wood, Pauline J.; Mahon, Mary F.; Lloyd, Matthew D.; Thompson, Andrew S.; Haikarainen, Teemu; Narwal, Mohit; Lehtioe, Lari; Threadgill, Michael D.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5891 – 5908;,
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