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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1948685Erstellt: 25. Oktober 2026

Sodium borohydride → N-(4-hydroxy-1-adamantyl)acetamide

https://huagongshe.com/reaction/1948685

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium borohydrideHCID 4311764—
EduktN-(4-oxo-1-adamantyl)acetamideHCID 5338964—
LösungsmittelMethanolHCID 887—
ProduktN-(4-hydroxy-1-adamantyl)acetamideHCID 14948121—

Reaktionsschritte

A stirred solution of 1-acetamido-4-oxoadamantane (420 mg, 2.0 mmol) in MeOH (20 mL) was cooled in an ice bath and an NaBH4 caplet (1.0 g, 26 mmol) was added. The mixture was stirred over the weekend at rt and evaporated to dryness. The residue was taken up in EtOAc (90 mL), washed with 5% aq HCl (20 mL) and satd aq NaHCO3 (20 mL), and dried over MgSO4. Removal of the solvent left 1-acetamido-4-hydroxyadamantane (170 mg, 40%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399504B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-27167e89186c41deb9b3a1d61d6820a6
Quellennotizuspto-grants-2013_03