95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
95-15-8, Under inert conditions benzo[b]thiophene (7.00 g, 51.1 mmol,1.00 equiv) was dissolved in dry THF and stirred for 30 min at-78 C. n-BuLi (26.6 mL, 2.5 M in hexane, 66.5 mmol, 1.30equiv) was added slowly, and the mixture was stirred for 30min. MeI (4.90 mL, 11.2 g, 78.9 mmol, 1.54 equiv) was addedover 15 min. The reaction was stirred for 20 min at -78 C, for 3h at r.t., quenched with water (100 mL), and extracted withEtOAc (4 × 50 mL). The organic layer was dried over Na2SO4, andthe solvents were removed in vacuo. After purification by flashchromatography (silica, hexane), 5 could be obtained as acolourless solid in 97% yield (7.26 g, 49.0 mmol). TLC (SiO2, hexane):Rf = 0.54. 1H NMR (400 MHz, DMSO-d6): delta = 7.85 (dp, J =7.8, 0.7 Hz, 1 H), 7.74-7.64 (m, 1 H), 7.35-7.21 (m, 2 H), 7.12 (p,J = 1.2 Hz, 1 H), 2.56 (d, J = 1.2 Hz, 3 H) ppm. 13C NMR (101 MHz,DMSO-d6): delta = 140.57, 140.09, 138.88, 124.19, 123.46, 122.57,122.05, 121.78, 15.74 ppm. MS (EI): m/z [M]+ calcd for C9H8S:148.0342; found: 148.0341.
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Reference：
Article; Hofsaebeta, Robert; Rombach, David; Wagenknecht, Hans-Achim; Synlett; vol. 28; 12; (2017); p. 1422 – 1426;,
Benzothiophene – Wikipedia
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