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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 890067Erstellt: 24. Oktober 2026

Water → (1-Benzylpiperidin-4-yl)-(1,3-dihydroisobenzofuran-1-yl)methanol

https://huagongshe.com/de/reaction/890067

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
Edukt1,3-DihydroisobenzofuranHCID 10327—
Edukt1-Benzylpiperidine-4-carbaldehydeHCID 89584—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelButyllithiumHCID 178418339—
Produkt(1-Benzylpiperidin-4-yl)-(1,3-dihydroisobenzofuran-1-yl)methanolHCID 2224846537,5%

Reaktionsbedingungen

Temperatur-70 °C

Reaktionsschritte

After dissolving 591 mg of 1,3-dihydroisobenzofuran in 10 ml of tetrahydrofuran, 3.9 ml of n-butyllithium (1.5 M, n-hexane solution) was added thereto at −70° C. under a nitrogen atmosphere, the mixture was stirred for 1 hour, and then a solution of 1 g of 1-benzylpiperidine-4-carboxaldehyde in tetrahydrofuran (5 ml) was added dropwise and the mixture was stirred for 1 hour. Water was added to the reaction solution, extraction was performed with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. Purification was performed by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain 597 mg of (1-benzylpiperidin-4-yl)-(1,3-dihydroisobenzofuran-1-yl)methanol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06995144B2
Quelldatensatzuspto-grants-2006_02
ORD IDord-b9a9d7ccb3224e999e73bdc462941551
Quellennotizuspto-grants-2006_02