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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32108Erstellt: 24. Oktober 2026

2-(Dimethylamino)ethanol → 6-(2-Dimethylaminoethoxy)-1-tetralone

https://huagongshe.com/de/reaction/32108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(Dimethylamino)ethanolHCID 7902—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt6-Hydroxy-3,4-dihydro-1(2H)-naphthalenoneHCID 4679494—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-(2-Dimethylaminoethoxy)-1-tetraloneHCID 12214387—

Reaktionsschritte

To a mixture of 6-hydroxy-1-tetralone (Aldrich, 1.0 g, 6.17 mmol, 1.0 eq), N,N-dimethylethanolamine (Aldrich, 0.93 mL, 9.26 mmol, 1.5 eq), and triphenylphosphine (Aldrich, 2.43 g, 9.26 mmol, 1.5 eq) in THF (10 mL) was added diethyl azodicarboxylate (Aldrich, 1.94 mL, 12.34 mmol, 2.0 eq) at 0° C. The reaction mixture was gradually warmed to RT and continued to stir overnight. The solvent was evaporated in vacuo. The residue was purified by silica gel chromatography (3%-5% MeOH—CH2Cl2) to provide the product as orange oil. MS (ESI): 234 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425631B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-30652c6c4f424175b90fd002eef49a3c
Quellennotizuspto-grants-2008_09