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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467245Generated: October 27, 2026

1-Bromonaphthalene → 1,1'-Binaphthyl

https://huagongshe.com/reaction/467245

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromonaphthaleneHCID 7001—
ReactantCalciumoxideHCID 6850728—
ReactantSodium naphthalene-1-sulfinateHCID 23681220—
Catalyst1,2-Bis(diphenylphosphino)ethaneHCID 74267—
Catalystpalladium(II) acetateHCID 167845—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1,1'-BinaphthylHCID 1178964%

Reaction Steps

4.28 g (20 mmol) of sodium 1-naphthalenesulfinate, 4.14 g (20 mmol) of 1-bromonaphthalene, 0.0225 g (0.1 mmol) of palladium acetate, 0.0478 g (0.12 mmol) of 1,2-bis(diphenylphosphino)ethane, 6.73 g (120 mmol) of calcium oxide and 60 ml of N-methyl-2-pyrrolidone were placed in a 100 ml round bottom flask and reacted at 150° C. in a nitrogen gas stream for 8 hours. After the completion of the reaction, the reaction mixture was analyzed by means of high performance liquid chromatography. The analysis showed that 12.8 mmol (yield 64%) of 1,1'-binaphthyl was formed in the reaction mixture solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05159082
Source datasetuspto-grants-1992_10
ORD IDord-af30cc3459374cf5900863cea6334567
Source noteuspto-grants-1992_10