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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 276257Erstellt: 25. Oktober 2026

Trifluoroacetic acid → 13-Oxa-6-azadispiro[4.1.5.2]tetradecane

https://huagongshe.com/reaction/276257

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktCyclohexanoneHCID 7967—
EduktSodium SulfateHCID 24436—
Edukt1-AminocyclopentanemethanolHCID 66307—
LösungsmittelDichloromethaneHCID 6344—
Produkt13-Oxa-6-azadispiro[4.1.5.2]tetradecaneHCID 1831620597,2%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

To a solution of 1-amino-1-(hydroxymethyl)cyclopentane (Method B1c; 1.44 g, 12.54 mmol) in CH2Cl2 (10 mL) at 4° C. was added TFA (0.097 mL, 1.25 mmol), cyclohexanone (1.30 mL, 12.54 mmol) and sodium sulfate (2 g) and the reaction was warmed to 20° C. The reaction was stirred for 72 h and was sequentially washed with water (10 mL) and a saturated NaHCO3 solution (20 mL), dried (MgSO4), and concentrated under reduced pressure to give 14-aza-7-oxadispiro[4.2.5.1]tetradecane (2.38 g, 97%): GC-MS m/z 195 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06353006B1
Quelldatensatzuspto-grants-2002_03
ORD IDord-10912cbbf8d74539bbc4ed2bcc173491
Quellennotizuspto-grants-2002_03