HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Toluenesulfonyl chloride → 2-(tert-Butoxycarbonyl(methyl)amino)-ethyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanol | HCID 545700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(tert-Butoxycarbonyl(methyl)amino)-ethyl 4-methylbenzenesulfonate | HCID 21581156 | 61% |
Reaction Steps
To a mixture of 112a (9.0 g, 51 mmol), and Et3N (18.6 mL, 51 mmol) in DCM (100 mL) was added TsCl (9.77 g, 51 mmol). The mixture was stirred at rt for 4 h and concentrated. The residue was diluted with EA, washed with water. The organic layer was dried and concentrated to give 2-(tert-butoxycarbonyl(methyl)amino)ethyl 4-methylbenzenesulfonate 112b (10.0 g, 61%) as light yellow oil. ESI-LCMS: m/z=230.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260415B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-b07a8d8a777041a68e7f3c4dec6599b4 |
| Source note | uspto-grants-2016_02 |