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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 251717Erstellt: 26. Oktober 2026

Triethylamine → 1-(3,5-Bis(methoxycarbonyl)phenyl)-2-(1-adamantyl)ethyne

https://huagongshe.com/reaction/251717

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl esterHCID 103954—
Edukt1-EthynyladamantaneHCID 594781—
KatalysatorTriphenylphosphineHCID 11776—
KatalysatorCopper iodideHCID 83717—
LösungsmittelPyridineHCID 1049—
Produkt1-(3,5-Bis(methoxycarbonyl)phenyl)-2-(1-adamantyl)ethyneHCID 6750730086%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Next, 125 g of dimethyl 5-bromoisophthalate (458 mmol), 1.1 g of triphenylphosphine (4.19 mmol), 0.275 g of copper iodide (1.44 mmol), 64.26 g of 1-ethynyladamantane (401 mmol), 375 mL of dehydrated triethylamine, 200 mL of dehydrated pyridine, 0.3 g of dichlorobis (triphenylphosphine) palladium (0.427 mmol) and a stirrer were charged in a 1 L recovery flask and agitated at 100° C. for one hour. After reaction solution was filtered, solvent was removed from the reaction solution under reduced pressure. Solid thus obtained was washed with 1 L of ion-exchange water and then with 1 L of 2 mol/L hydrochloric acid aqueous solution, followed by drying under reduced pressure, thus obtaining 121.5 g of 1-(3,5-bis(methoxycarbonyl)phenyl)-2-(1-adamantyl)ethyne (344.9 mmol; yield: 86.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863347B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-b9a4d450389741cb93667582ae56426d
Quellennotizuspto-grants-2011_01