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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl ester | HCID 103954 | — |
| Edukt | 1-Ethynyladamantane | HCID 594781 | — |
| Katalysator | Triphenylphosphine | HCID 11776 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 1-(3,5-Bis(methoxycarbonyl)phenyl)-2-(1-adamantyl)ethyne | HCID 67507300 | 86% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07863347B2 |
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| Quelldatensatz | uspto-grants-2011_01 |
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| ORD ID | ord-b9a4d450389741cb93667582ae56426d |
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| Quellennotiz | uspto-grants-2011_01 |
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