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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36611Generated: October 25, 2026

Piperazine → 1-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazine

https://huagongshe.com/reaction/36611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant5H-Dibenzo(a,d)cycloheptene, 10,11-dihydro-5-chloro-HCID 14587—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazineHCID 27359362,915.9%

Reaction Steps

Into a solution of partially dissolved piperazine (15.2 g, 0.17 mmol) in THF (130 mL) at more temperature was added dropwise a solution of 5-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (2.3g, 10.3 mmol) in 20 mL THF. The reaction was allowed to stir overnight and then was diluted with CH2Cl2, washed once with 1.0N NaOH solution, once with brine and then dried (Mg SO4). It was then filtered and the solvent removed to give a residue which was flash chromatographed (5% MeOH saturated with NH3 in CH2Cl2) to give 1.38 g of a glassy solid of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416087
Source datasetuspto-grants-1995_05
ORD IDord-70f3f48392af48ca9feb3ad8a30df0a3
Source noteuspto-grants-1995_05