Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Aminoammonium hydroxide | HCID 44558531 | — |
| Reactant | HCID 86707581 | HCID 86707581 | — |
| Reactant | HCID 86707586 | HCID 86707586 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86707587 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09133395B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-28925d3814774727a50ac8838a9280be |
|---|
| Source note | uspto-grants-2015_09 |
|---|