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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523446Generated: October 25, 2026

Potassium Carbonate → 5-Phenyl-5,6-dihydrophenanthridine

https://huagongshe.com/reaction/523446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(2-Bromobenzyl)diphenylamineHCID 85712531—
CatalystBenzyltrimethylammonium bromideHCID 21449—
CatalystPalladium (II) acetateHCID 4144353—
SolventDimethylformamideHCID 6228—
Product5-Phenyl-5,6-dihydrophenanthridineHCID 14337748—

Reaction Conditions

Temperature120 °C

Reaction Steps

10 g (0.295 mol) of (2-bromobenzyl)diphenylamine are dissolved in 500 ml of dimethylformamide under protective atmosphere. 3.4 g (0.075 mol) of benzyltrimethylammonium bromide and 6.1 g (0.443 mol) of potassium carbonate are added to this solution. 0.99 g (0.004 mol) of Pd(OAC)2 is subsequently added under protective gas, and the mixture is stirred at 120° C. for 9 h. After this time, the reaction mixture is cooled to room temperature and extracted with dichloromethane. The combined organic phases are dried over Na2SO4 and evaporated. The residue is recrystallised from n-heptane. The yield is 6 g (80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09337430B2
Source datasetuspto-grants-2016_05
ORD IDord-495a6adf76a44be8ab73ccc2176b0f05
Source noteuspto-grants-2016_05