HCID 67427392, compound → HCID 67428369, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 16 (1.1 g, 3.14 mmol) and NiCl2(dppp) (0.17 g, 0.31 mmol) was degassed in a 2 necked RBF. Anhydrous THF (25 mL) was then added to the mixture. C12H25MgBr (1M in THF, 8 mL, 8 mmol) was added dropwise to the reaction mixture and heated at 60° C. overnight. The reaction was quenched with 2N aqueous HCl, extracted with CH2Cl2 and filtered through celite. The residue was purified by column chromatography (silica gel, hexane/CH2Cl2, 4:1) and recrystallized from hexane to give a yellow solid compound 17 in 38% yield. 1H-NMR (DCM-d2, 400 MHz) ppm 0.88 (t, 6H, J=6.8 Hz) ppm 1.29 (m, 36H) ppm 1.60 (td, 4H, J=7.2 Hz, J=14.6 Hz) ppm 2.55 (m, 4H) ppm 6.78 (s, 2H) ppm 6.88 (s, 2H) ppm 6.96 (s, 2H).

Provenance & Evidence