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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925196Generated: October 26, 2026

Phenol → 4,4'-(1,3-Adamantanediyl)diphenol

https://huagongshe.com/reaction/1925196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium HydroxideHCID 14798—
ReactantBromhydrolHCID 166749—
Reactant1,3-DibromoadamantaneHCID 265790—
SolventWaterHCID 962—
Product4,4'-(1,3-Adamantanediyl)diphenolHCID 4454346—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 500 mL five-neck flask equipped with a thermometer, an agitator, a reflux tube, a nitrogen introduction tube and an exhaust tube to a trap containing 30% aqueous sodium hydroxide was cooled in an ice bath. 6.47 g (0.022 mol) of 1,3-dibromo-adamantane, 200 ml of phenol and 2.6 g (0.01 mol) of aluminum tribromide were added to the flask and agitated at 0° C. for 6 hours. The mixture was heated to react at 60° C. for 4 hours. A reactant was poured into a 2,000 L of acid iced water. After the ice was melted, an organic layer was filtered, washed by pure water and saturated sodium chloride aqueous solution, and added into methanol so as to separate a product. The obtained product was dried under reduced pressure, thus obtaining 3.5 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178631B2
Source datasetuspto-grants-2012_05
ORD IDord-a5b4e9a0ab3a4148ad224611bed0f1af
Source noteuspto-grants-2012_05