2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 10087537, compound

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Reaction Steps

Compound 13 (3.50 g, 10.8 mmol) was dissolved in 25 mL of benzene and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (2.45 g, 10.8 mmol) was added slowly with stirring and stirring was continued for 2 h. The reaction mixture was filtered through a short column of silica and eluted with dichloromethane. The solvent was evaporated and the product was crystallized from petroleum ether to give 3.21 g (9.93 mmol, 92%) of 14 as colorless crystals: mp 62°-63° C.; 1H NMR δ 1.51 (d, J-7.2 Hz, 6 H), 2.56 (s, 3 H), 3.90 (s, 3 H), 3.96 (s, 3H), 3.97 (m, 1 H), 6.94 (s, 1 H), 7.92 (s, 1 H), 7.96 (s, 1 H). Anal. (C16H19 BrO2) C,H.

Provenance & Evidence