Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39118Generated: October 29, 2026

Hydrochloric Acid → 3,3',5,5'-Tetramethyl-7,7'-bis(3,5-diethynylphenyl)-1,1'-biadamantane

https://huagongshe.com/reaction/39118

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
Reactant3,3',5,5'-Tetramethyl-7,7'-bis[3,5-bis(trimethylsilylethynyl)phenyl]-1,1'-biadamantaneHCID 57558375—
SolventMethanolHCID 887—
Product3,3',5,5'-Tetramethyl-7,7'-bis(3,5-diethynylphenyl)-1,1'-biadamantaneHCID 57558376—

Reaction Steps

Next, 39.8 g (53.5 mmol) of the previously obtained 3,3′,5,5′-tetramethyl-7,7′-bis[3,5-bis(trimethylsilylethynyl)phenyl]-1,1′-biadamantane and 1.46 g (10.6 mmol) of potassium carbonate were stirred in a mixed solvent comprising 600 ml of tetrahydrofuran and 300 ml of methanol, for 4 hours under a nitrogen atmosphere at room temperature. This was added to 1000 ml of a 10% hydrochloric acid aqueous solution, and the precipitate was filtered and washed with 1000 ml of water and then with 1000 ml of acetone, after which it was dried to obtain 21.2 g of 3,3′,5,5′-tetramethyl-7,7′-bis(3,5-diethynylphenyl)-1,1′-biadamantane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524847B2
Source datasetuspto-grants-2013_09
ORD IDord-3190d20bc4634203ba9fb38fff4a2f38
Source noteuspto-grants-2013_09