dimethylsulfonio(trifluoro)boranuide

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

Procedure: Boron fluoride—dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)

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

Procedure: Boron fluoride-dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)

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

Procedure: Boron fluoride—dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)

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

Procedure: Boron fluoride—dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)

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

Procedure: Boron fluoride-dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)

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

Procedure: Boron fluoride—dimethyl sulfide complex [CAS: 353-43-5] (15.64 ml, 148.67 mmol) was added dropwise to a stirred solution of methyl 4-(4′-methoxyphenoxy)benzoate [CAS: 38342-84-6] (1.28 g, 4.9 mmol) in DCM (100 ml) cooled in an ice-water bath under nitrogen atmosphere. The resulting mixture was stirred for 5 hours. The reaction mixture was washed with water and then extracted with DCM. The organic layer was separated and dried (Na2SO4) and the solvent was evaporated till dryness. The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D24 (0.89 g, 74%). cooled in an ice-water bath under nitrogen atmosphere The reaction mixture was washed with water extracted with DCM The organic layer was separated dried (Na2SO4) the solvent was evaporated till dryness The residue was purified by column chromatography (silica gel; 0-10% EtOAc/DCM as eluent) The desired fractions were collected evaporated in vacuo to yield intermediate D24 (0.89 g, 74%)