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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519418Generated: October 30, 2026

Dichloromethane → HCID 59147628, compound

https://huagongshe.com/reaction/519418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Naphthaleneboronic acidHCID 254532—
ReactantHCID 10935209HCID 10935209—
Catalyst2-(Dicyclohexylphosphino)biphenylHCID 2734216—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59147628HCID 59147628120.9%

Reaction Steps

Naphthalen-1-ylboronic acid (5.30 g, 30.8 mmol), 6-hydroxynaphthalen-2-yl trifluoromethanesulfonate (7.5 g, 25.7 mmol), potassium phosphate (10.90 g, 51.3 mmol) were mixed in 200 mL of THF and 20 mL of water and bubbled with nitrogen for 20 minutes. Pd2(dba)3 (0.235 g, 0.257 mmol) and [1,1′-biphenyl]-2-yldicyclohexylphosphine (0.180 g, 0.513 mmol) were added to the reaction mixture. The reaction was refluxed overnight. After cooling, the reaction mixture was extracted with ethyl acetate and washed with brine. The organic layer was separated and dried over MgSO4. The residue was purified by column using 1:2 hexanes:DCM (v/v) to give [1,2′-binaphthalen]-6′-ol (8.4 g, 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09118017B2
Source datasetuspto-grants-2015_08
ORD IDord-ed2c7dd7836d429d8ee043fc2a9d7518
Source noteuspto-grants-2015_08