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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220207Generated: October 31, 2026

Water → HCID 68892581, compound

https://huagongshe.com/reaction/2220207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantN-(5-Bromo-2-iodo-benzyl)-N-(4-chloro-2-vinyl-phenyl)-acetamideHCID 68892636—
CatalystPalladium ChlorideHCID 24290—
SolventDimethylformamideHCID 6228—
ProductHCID 68892581HCID 6889258160%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of N-(5-Bromo-2-iodo-benzyl)-N-(4-chloro-2-vinyl-phenyl)-acetamide (0.55 g, 1.5 mmol) and Et3N (0.63 mL, 4.5 mmol) in DMF (25 mL) was added PdCl2 (40 mg, 0.23 mmol) and the reaction was heated to 60° C. When the reaction was complete by HPLC the mixture was poured into H2O and extracted with Et2O. The Et2O layer was washed with H2O (2×20mL) and brine (20 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue obtained was purified by flash chromatography eluting with CH2Cl2 to give 1-(8-Bromo-2-chloro-6H-dibenzo[b,f]azocin-5-yl)-ethanone (0.24 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07417040B2
Source datasetuspto-grants-2008_08
ORD IDord-f143519730fc43c5a73cab2ac466aa23
Source noteuspto-grants-2008_08