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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 386384Erstellt: 24. Oktober 2026

Hydrochloric Acid → Ethyl 2-(naphthalen-1-yl)-3-oxobutanoate

https://huagongshe.com/de/reaction/386384

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktAcetic AnhydrideHCID 7918—
Eduktalpha-Naphthaleneacetic acid, ethyl esterHCID 62428—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl 2-(naphthalen-1-yl)-3-oxobutanoateHCID 54265160—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of ethyl 2-(naphthalen-1-yl)acetate (1 g, 4.7 mmol) in tetrahydrofuran (20 mL) at −78° C. was added LiHMDS (1M THF, 9.4 mL, 9.4 mmol) and the reaction mixture stirred at −78° C. for 1 hour. Acetic anhydride was then added (0.54 mL, 5.64 mmol) dropwise and the reaction allowed to warm to room temperature and stirred for 30 minutes. Aqueous HCl solution (1N, 25 mL) was added to the reaction mixture and then extracted with ethyl acetate, dried over sodium sulfate and concentrated to give compound ethyl 2-(naphthalen-1-yl)-3-oxobutanoate as a light yellow oil, that was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08372807B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-900794aa6d0849628b825587973780c5
Quellennotizuspto-grants-2013_02