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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1699157Erstellt: 26. Oktober 2026

1-Butanol → 3,5-Dihydroxyadamantane-1-carboxylic acid

https://huagongshe.com/reaction/1699157

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-ButanolHCID 263—
EduktSulfuric AcidHCID 1118—
EduktSodium ChlorideHCID 5234—
EduktSodium HydroxideHCID 14798—
Edukt3,5-Dihydroxyadamantane-1-carboxylic acidHCID 12010647—
Produkt3,5-Dihydroxyadamantane-1-carboxylic acidHCID 12010647—
Produktn-Butyl 3,5-dihydroxy-adamantanecarboxylateHCID 23435153—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 0.14 mol of the obtained 3,5-dihydroxy-1-adamantanecarboxylic acid, 1.4 mol of n-butanol and 3.5 mmol of sulfuric acid was stirred at 100° C. for 8 hours. To the reaction mixture were added a saturated sodium chloride aqueous solution and a 5% sodium hydroxide aqueous solution (NaOH: 3.5 mmol), and the resultant mixture was subjected to separation. The organic layer was concentrated, and the concentrated residue was subjected to recrystallization from toluene to give n-butyl 3,5-dihydroxy-1-adamantanecarboxylate in yield of 86% at a conversion rate from 3,5-dihydroxy-1-adamantanecarboxylic acid of 99%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06344590B1
Quelldatensatzuspto-grants-2002_02
ORD IDord-eb09486dd79645b1b39e70efa4f16fc8
Quellennotizuspto-grants-2002_02