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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097182Generated: October 31, 2026

Succinimide → HCID 131728576, compound

https://huagongshe.com/reaction/1097182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinimideHCID 11439—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 131324503HCID 131324503—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
ProductHCID 131728576HCID 13172857690.7%

Reaction Steps

2-Methyl-3,5-bis(trifluoromethyl)phenylboronic acid pinacol ester (24a, 2.0 g, 5.6 mmol) and 50 ml CCl4 were placed in a 250 ml round-bottom flask. NBS (1.05, 5.88 mmol, 1.05 eq) and AIBN (0.013 g, 0.078 mmol, 0.014 eq) were added and the reaction mixture was refluxed for 3 h in the presence of 75 W incandescent bulb. After 3 h the solution was cooled down to room temperature allowing the succinimide to precipitate out. The solid was filtered off. The solvent was removed and oily product was collected. The crude product was purified by triturating with hexane which resulted in 90% pure product (25a, 2.2 g, 90% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143068B2
Source datasetuspto-grants-2012_03
ORD IDord-d831469442a7403697515a6782ec14a6
Source noteuspto-grants-2012_03