4-tert-butyl-1-chloro-2-iodobenzene

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-tert-butyl-1-chloro-2-iodobenzene (0.47 g, 1.60 mmol) in dry THF (5 mL) at −78° C., n-butyl lithium (0.76 mL, 1.92 mmol, 2.5 M) was added. The solution was stirred at −78° C. for 30 min. Trimethyl borate (0.53 mL, 4.79 mmol) was added. The solution was stirred at −78° C. for 3 h. The reaction was quenched with saturated aqueous NH4Cl. The aqueous layer was extracted with EtOAc (3×15 mL). The combined EtOAc layers were dried over Na2SO4. The residue was used without further purification after evaporation of the solvent. The solution was stirred at −78° C. for 3 h The reaction was quenched with saturated aqueous NH4Cl The aqueous layer was extracted with EtOAc (3×15 mL) The combined EtOAc layers were dried over Na2SO4 The residue was used without further purification after evaporation of the solvent

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-tert-butyl-1-chloro-2-iodobenzene (0.47 g, 1.60 mmol) in dry THF (5 mL) at −78° C., n-butyl lithium (0.76 mL, 1.92 mmol, 2.5 M) was added. The solution was stirred at −78° C. for 30 min. Trimethyl borate (0.53 mL, 4.79 mmol) was added. The solution was stirred at −78° C. for 3 h. The reaction was quenched with saturated aqueous NH4Cl. The aqueous layer was extracted with EtOAc (3×15 mL). The combined EtOAc layers were dried over Na2SO4. The residue was used without further purification after evaporation of the solvent. The solution was stirred at −78° C. for 3 h The reaction was quenched with saturated aqueous NH4Cl The aqueous layer was extracted with EtOAc (3×15 mL) The combined EtOAc layers were dried over Na2SO4 The residue was used without further purification after evaporation of the solvent

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-tert-butyl-1-chloro-2-iodobenzene (0.47 g, 1.60 mmol) in dry THF (5 mL) at −78° C., n-butyl lithium (0.76 mL, 1.92 mmol, 2.5 M) was added. The solution was stirred at −78° C. for 30 min. Trimethyl borate (0.53 mL, 4.79 mmol) was added. The solution was stirred at −78° C. for 3 h. The reaction was quenched with saturated aqueous NH4Cl. The aqueous layer was extracted with EtOAc (3×15 mL). The combined EtOAc layers were dried over Na2SO4. The residue was used without further purification after evaporation of the solvent. The solution was stirred at −78° C. for 3 h The reaction was quenched with saturated aqueous NH4Cl The aqueous layer was extracted with EtOAc (3×15 mL) The combined EtOAc layers were dried over Na2SO4 The residue was used without further purification after evaporation of the solvent