HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → HCID 54477116, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | tert-Butyl [(1H-indol-5-yl)methyl]carbamate | HCID 29946181 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54477116 | HCID 54477116 | — |
Reaction Steps
To a solution of 5-(t-butoxycarbonylaminomethyl)-indole (0.51 g, 2.05 mmol) in CH2Cl2, (12 mL) under Argon at 15°-20° C. was added N-chlorosuccinimide (0.245 g, 1.82 mmol) portionwise over 1 hr. The reaction stirred 0.5 h and was partitioned with H2O and CH2Cl2. The aquesous layer was extracted with CH2Cl2 (2×), dried over MgSO4, filtered, and concentrated in vacuo to a brown residue. Purification via flash chromatography (25×150 mm column; gradient elution with EtOAc: hexanes, 1:4 to 1:3) yielded a colorless oil:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610692B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-e694038b36b14fd48d70c10424e8a06e |
| Source note | uspto-grants-2003_08 |