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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279976Generated: November 1, 2026

Diethyl Ether → HCID 86707587, compound

https://huagongshe.com/reaction/2279976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAminoammonium hydroxideHCID 44558531—
ReactantHCID 86707581HCID 86707581—
ReactantHCID 86707586HCID 86707586—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86707587HCID 86707587—

Reaction Steps

4.00 g (6.78 mmol) trifluoromethanesulfonic acid-4,4″-bis-benzyloxy-[1,1′;3′,1″]terphenyl-5′-yl ester, 2.37 g (6.78 mmol) 2-{4-[3-(2-methoxyethoxymethoxy)-propyl]-phenyl}-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane and 2.85 g (20 mmol) sodium metaborate-tetrahydrate are dissolved in 8 ml water and 20 ml THF. 97 mg (0.135 mmol) bis(triphenylphosphine)palladium(II)chlorid and 0.01 ml hydraziniumhydroxide are added and the mixture is heated at reflux for 5 h. MTB ether is added, the aqueous layer is separated and extracted three times with MTB ether. The combined organic layers are washed with sat. aq. sodium chloride solution and dried over sodium sulfate. The solvent is removed in vacuo and the residue is filtered through silica gel with dichloromethane/MTB ether (95:5), to give 4,4″-bis-benzyloxy-5′-(4-[3-(2-methoxy-ethoxymethoxy)-propyl]-phenyl)-[1,1′;3′,1″]terphenyl as a brown oil which is reacted in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133395B2
Source datasetuspto-grants-2015_09
ORD IDord-28925d3814774727a50ac8838a9280be
Source noteuspto-grants-2015_09