HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 2-(N-Boc-amino)-3-phenyl-thiophene | HCID 58911801 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene | HCID 58911754 | 66.6% |
Reaction Steps
To 2-(N-Boc-amino)-3-phenyl-thiophene (89 mg, 0.32 mmol) in dichloromethane (4 ml) at 0° C. was slowly added N-chlorosuccinimide (48 mg, 0.36 mmol), and the mixture allowed warm to ambient temperature for 16 hr. The mixture was diluted with dichloromethane, washed with water, and the organic phase concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980837B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5db90ad037c24a0fa03353e16b786d82 |
| Source note | uspto-grants-2015_03 |