1,4-Dibromo-2-nitrobenzene → HCID 67314075, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,4-dibromo-2-nitro-benzene (5.89 g, 21.00 mmol) in THF (300 ml) was added a solution of PhLi (1.8 M in cyclohexane/diethyl ether 7:3, 12.8 ml, 23.1 mmol) at −110° C. The mixture was stirred at the same temperature for 1 h. Compound 502 (4.45 g, 17.4 mmol) in THF (100 ml) was dropwise added to the mixture. The reaction mixture was then allowed to warm to −78° C. and stirred at the same temperature for 4 h. Afterwards, the reaction mixture was quenched with saturated aqueous solution of NH4Cl. the aqueous phase was extracted once with diethyl ether. The combined organic phases were dried over MgSO4 and concentrated in vacuo. The residue was purified by chromatography (petroleum ether/ethyl acetate 5:1), furnishing a reddish foam.

Provenance & Evidence