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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58517Erstellt: 23. Oktober 2026

Hydrochloric Acid → 2-Ethoxycarbonyl-2,2-difluoro-1-phenylethyl 1-adamantanecarboxylate

https://huagongshe.com/de/reaction/58517

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethylamineHCID 8471—
Edukt1-Adamantanecarbonyl chlorideHCID 98915—
EduktEthyl 2,2-difluoro-3-hydroxy-3-phenylpropanoateHCID 11138943—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Ethoxycarbonyl-2,2-difluoro-1-phenylethyl 1-adamantanecarboxylateHCID 11796669297,8%

Reaktionsschritte

Ethyl 2,2-difluoro-3-hydroxy-3-phenylpropionate acid (9 g) prepared in Synthesis Example 1-4 and 1-adamantanecarbonyl chloride (9.5 g) were dissolved in methylene chloride (60 g), and a mixed solution of triethyl amine (6 g), 4-dimethyl aminopyridine (0.5 g) and methylene chloride (20 g) was dropped into the obtained solution under ice cooling. After aging overnight, 5% by mass hydrochloric acid was added to the product and quenched, and then the reaction solution was washed with water, and concentrated. Methylisobutyl ketone was added to the concentrated solution, and was concentrated again to obtain a target compound, or 1-adamantane carboxylic acid 2-ethoxycarbonyl-2,2-difluoro-1-phenyl-ethyl ester (15 g) as a colorless oily matter (yield: 68%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09436083B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-b559aa3f57f942a1bb5d1fd0236eb0b3
Quellennotizuspto-grants-2016_09