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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 502899Erstellt: 26. Oktober 2026

1,6-Dioxaspiro[2.5]octane → Benzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamate

https://huagongshe.com/reaction/502899

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,6-Dioxaspiro[2.5]octaneHCID 160439—
EduktBenzyl (piperidin-4-ylmethyl)carbamateHCID 14809798—
LösungsmittelMethanolHCID 887—
ProduktBenzyl({1-[(4-hydroxytetrahydro-2H-pyran-4-yl)methyl]piperidin-4-yl}methyl)carbamateHCID 5925504849,4%

Reaktionsschritte

A mixture of benzyl(piperidin-4-ylmethyl)carbamate (7.77 g, 31.3 mmol, Bose, D. Subhas et al., Tetrahedron Lett., 1990, 31, 6903) and 1,6-dioxaspiro[2.5]octane (4.29 g, 37.6 mmol, Satyamurthy, Nagichettiar et al., Phosphorus Sulfur, 1984, 19, 113) in methanol (93 mL) was stirred at room temperature for 20 h. Then the mixture was refluxed for 8 h. After cooling to room temperature, the solvent was removed in vacuo. The residue was chromatographed on a column of silica gel eluting with methanol/dichloromethane (1:20) to give 5.60 g (49%) of the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07776885B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-d4f72b04d6c74d59b3097ea0e8ff5696
Quellennotizuspto-grants-2010_08