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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108532Generated: October 25, 2026

Water → lanthanum (R)-1,1'-bi-2-naphthol

https://huagongshe.com/reaction/1108532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBinolHCID 11762—
ReactantLithiumHCID 3028194—
ReactantLanthanum(III)chlorideHCID 9859665—
ReactantSodium t-butoxideHCID 23676156—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Productlanthanum (R)-1,1'-bi-2-naphtholHCID 131719953—

Reaction Steps

To a suspension of 122.6 mg (0.50 mmol) of anhydrous lanthanum trichloride in 6.0 ml of THF were added, in an argon atmosphere and at room temperature, a lithium binaphthoxide solution in THF [prepared by adding 0.625 ml (1.0 mmol) of a 1.6N n-butyllithium solution in hexane to a solution of 143.2 mg (0.50 mmol) of (R)-1,1'-bi-2-naphthol in 2.5 ml of THF], 48.1 mg (0.50 mmol) of sodium t-butoxide and 99 μl (5.5 mmol) of water in that order. The resultant mixture was stirred at room temperature for 15 hours. The insoluble matter was caused to precipitate by allowing the mixture to stand overnight, and the supernatant was submitted to the reaction proper as a lanthanum/(R)-1,1'-bi-2-naphthol complex solution (0.05 mol/l).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE036718
Source datasetuspto-grants-2000_05
ORD IDord-27255999d1a34075b5865d89c5590a7f
Source noteuspto-grants-2000_05