3-Iodotoluene → HCID 58319115, compound

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Reaction Steps

The title compound was prepared from methyl 2-(4-ethynylphenyl)cyclopropanecarboxylate (80 mg, 0.40 mmol) and 1-iodo-3-methylbenzene (97 mg, 0.44 mmol) according to the general procedure IF to give 57 mg (49%) of a white after purification by flash chromatography (SiO2, EtOAc:PE, 1:9): Rf=0.43 (EtOAc:PE, 1:4); 1H NMR (CDCl3) δ 7.46-7.38 (m, 4H), 7.14 (d, J=7.9 Hz, 2H), 7.06 (d, J=8.2 Hz, 2H), 3.72 (s, 3H), 2.59-2.47 (m, 1H), 2.36 (s, 3H), 1.92 (ddd, J=8.5, 5.3, 4.2 Hz, 1H), 1.63 (dt, J=9.9, 5.0 Hz, 1H), 1.33 (ddd, J=8.4, 6.5, 4.7 Hz, 1H); 13C NMR (CDCl3) δ 173.6, 140.2, 138.4, 131.6, 131.5, 129.1, 126.1, 121.6, 120.2, 89.6, 88.5, 52.0, 26.2, 24.2, 21.5, 17.2; ESI-MS m/z 313.1 (M+Na+).

Provenance & Evidence