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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1942216Erstellt: 26. Oktober 2026

Acetic Acid → 2-(4-Cyclopropyl-phenyl)-8-(3-phenyl-propyl)-2,8-diaza-spiro[4.5]decan-1-one

https://huagongshe.com/reaction/1942216

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktBenzenepropanalHCID 7707—
EduktSodiumHCID 5360545—
Edukt2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 58287277—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(4-Cyclopropyl-phenyl)-8-(3-phenyl-propyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 5323386625%

Reaktionsschritte

A mixture of 20 mg (0.074 mmol) 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one, 42 uL acetic acid, 44 mg (0.148 mmol) sodium triacetyoxyborohydride and excess 3-phenyl-propionaldehyde in 2 mL THF was stirred for at room temperature over night. Water was added, the mixture was extracted with ethyl acetate and the combined organic layers were evaporated to dryness. The residue was taken up in methanol and subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3. The product containing fractions were evaporated to yield 7.1 mg (25%) of the title compound. MS m/e: 389.4 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08389539B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-10015ebfb1cf410a8d8fbb3494b03f24
Quellennotizuspto-grants-2013_03