Hexachloroethane → HCID 66696597, compound

Participants

Reaction Steps

To a solution of Example 31A (0.62 g, 2.8 mmol) in THF (20 mL) at −78° C. was added LiHMDS (1 M in THF, 3.4 mL, 3.4 mmol) dropwise over a period of 6-8 min. After 30 min hexachloroethane (1.35 g, 5.68 mmol) was added at once as a solid and the mixture was left to stir overnight warming to ambient temperature. The mixture was diluted with Et2O and washed with aqueous NH4Cl solution and water. The organic layer was separated and concentrated in vacuo, and the residue chromatographed on silica gel with EtOAc/hexanes (0%-20%) to yield 0.6 g (84%) of the title compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 7.46 (m, 1H), 7.04 (d, J=3.4, 1H), 2.33 (s, 3H).

Provenance & Evidence