Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 68292190 | HCID 68292190 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68293504 | HCID 68293504 | — |
Reaction Steps
Under inert gas, 28 g of C-(4-bromophenyl)-N-(2,4-dimethoxybenzyl)methanesulfonamide were initially charged in 250 ml of THF, and then, at a temperature of −78° C., 93 ml of a 1.6 N methyllithium solution in hexane were added dropwise and the mixture was left to stir while cooling with ice for 5 minutes. Subsequently, the reaction solution was cooled again to −78° C. and 20 ml of acetone were added. The mixture was allowed to come to room temperature and stirred for 30 minutes. The reaction solution was admixed with 13 ml of trifluoroacetic acid and 500 ml of ethyl acetate, and washed with 300 ml of a saturated aqueous sodium hydrogencarbonate solution and 300 ml of a saturated aqueous sodium chloride solution, and the organic phase was dried over Na2SO4 and concentrated by rotary evaporation. The residue was used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08809324B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-c8040eaea21b44d4987ecf18f9e9d253 |
|---|
| Source note | uspto-grants-2014_08 |
|---|