Compound OP8H

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InChIKey WQEVUXZAZSGMMW-UHFFFAOYSA-N

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

A hexane solution (190 µL) of n-BuLi (1.57 M, 0.30 mmol) was added at –78 °C under Ar to a THF solution (5 mL) of OP8Br (150 mg, 0.12 mmol), and the mixture was stirred at the same temperature for 10 min, poured into MeOH, and extracted with CH₂Cl₂. The combined organic extract was washed successively with a saturated aqueous solution of NH₄Cl and water, dried over anhydrous MgSO₄, and filtered off from an insoluble fraction. The filtrate was evaporated to dryness under a reduced pressure, and the residue was subjected to column chromatography (SiO₂, AcOEt), to allow isolation of OP8H as white solid (122 mg) in 93% yield. IR (KBr): ν_max (cm^–1) 2997, 2937, 2838, 1603, 1499, 1247, 1027, 861, 775. ¹H NMR (500 MHz, CDCl₃): δ (ppm) 7.10–4.60 (m, 18H), 4.15–2.85 (m, 48H). MALDI-TOF mass: calcd. for C₆₄H₆₄Br₂O₁₆ [M]⁺: m/z = 1090.44; found: 1090.24. Anal. calcd. for C₆₄H₆₆O₁₆•4H₂O: C, 66.08; H, 6.41. Found: C, 66.19; H, 6.09.