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(10 mL), m-CPBA (29 mg, 0.16 mmol) in CH2Cl2 (10
mL) was added, and the solution was stirred for 1
hour at room temperature. After the usual workup,
the mixture obtained was purified by chromatogra-
phy on silica gel to give 1,3-dihydro-1,3-diphenyl-
benzo[c]thiophene 2-oxide (8) (28 mg, 58%).
1,3-Dihydro-1,3-diphenylbenzo[c]thiophene 2-ox-
ide (8). Colorless crystals, m.p. 180ꢀC (decomp.).
1H NMR (400 MHz, CDCl3) d 5.40 (s, 2H, CH), 6.99,
and 7.33 (AAЈBBЈ, J ס
3.3, 5.6 Hz, 4H, ArH), 7.40–
7.45 (m, 10H, ArH). 13C NMR (100 MHz, CDCl3) d
75.6, 126.5, 128.8, 129.2, 129.3, 129.7, 134.4, 135.9.
IR (KBr) m 3030, 1599, 1497, 1455, 1073 (SO), 1029,
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799, 776, 751, 700, 491, 438 (cmמ
1). MS m/z 286 (M
מ
18). Anal. Calcd for C20H16OS: C, 78.91; H, 5.30%.
Found: C, 78.97, H, 5.34%.
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