HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → Benzyl 4-sulfamoylbutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-sulfamoylbutanoic Acid | HCID 2773320 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 4-sulfamoylbutanoate | HCID 66674779 | 27% |
Reaction Steps
Cs2CO3 (0.51 eq) was added to a solution of 4-(aminosulfonyl)butanoic acid (1 M) in DMF. After 1 h, benzyl bromide (1 eq) was introduced and the reaction left to stir overnight before diluting with DCM and filtering. The filtered liquor was concentrated in vacuo, the residue taken up in DCM and washed with saturated aqueous NaHCO3, water and brine, before being dried over Na2SO4, filtered and concentrated in vacuo. Trituration of the residue with Et2O afforded the title compound as a white solid (27%). (ES+) m/z 280 (M+Na)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767660B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-48007e43575c4c189af0cb2f31904af1 |
| Source note | uspto-grants-2010_08 |