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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1646Erstellt: 23. Oktober 2026

Sodium borohydride → HCID 178418401, Verbindung

https://huagongshe.com/de/reaction/1646

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium borohydrideHCID 4311764—
Edukt4-{4-[(Dimethylamino)methyl]phenyl}cyclohexan-1-oneHCID 15379584—
LösungsmittelMethanolHCID 887—
ProduktHCID 178418401HCID 178418401—

Reaktionsschritte

To a solution of 11.1 g (0.048 mol) of 4-(4-dimethylaminomethylphenyl)-cyclohexanone in 100 ml of absolute methanol, which has been cooled to -10° C., is added 1.82 g (0.048 mol) of sodium borohydride in batches with stirring. The reaction mixture is allowed to react for 1.5 hours at ambient temperature and then evaporated down in vacuo. The residue remaining is mixed with water, acidified with concentrated hydrochloric acid, stirred for 30 minutes at ambient temperature, made alkaline with 50% sodium hydroxide solution and extracted several times with chloroform. The combined extracts are dried with sodium sulphate and evaporated down in vacuo. The residue remaining, which consists of a mixture of trans/cis-4-(4-dimethylaminomethyl-phenyl)-cyclohexanol (cis fraction <10%) is purified by column chromatography (aluminium oxide neutral, activity stage III, ICN; petroleum ether/methylethyl ketone=5:1). White crystals are obtained, melting point 63°-65° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726205
Quelldatensatzuspto-grants-1998_03
ORD IDord-b0029680d3ec4bf2ada8460d535c1585
Quellennotizuspto-grants-1998_03