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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398361Generated: October 31, 2026

Chlorosuccinimide → HCID 54477116, compound

https://huagongshe.com/reaction/398361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactanttert-Butyl [(1H-indol-5-yl)methyl]carbamateHCID 29946181—
SolventDichloromethaneHCID 6344—
ProductHCID 54477116HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610692B1
Source datasetuspto-grants-2003_08
ORD IDord-e694038b36b14fd48d70c10424e8a06e
Source noteuspto-grants-2003_08