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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 374330Erstellt: 25. Oktober 2026

N-Methylephedrine → Menthol

https://huagongshe.com/reaction/374330

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-MethylephedrineHCID 4374—
Edukt1,2-DiphenylethylamineHCID 26482—
Edukt2,2-Dimethylcyclopropane-1-carboxylic acidHCID 260708—
EduktQuinineHCID 3034034—
ProduktMentholHCID 1254—

Reaktionsschritte

With 1-phenylethylamine neither a satisfactory yield nor an adequate optical purity could be achieved. Quinine yielded enantiomer in good optical purity but poor yield, no yield was indicated for N-methylephedfine With 1,2-diphenylethylamine the yield is satisfactory and the optical purity very good but the reagent, as is also N-methylephedrine is very expensive. Further, it is known that 2,2-dimethylcyclopropanecarboxylic acid can be separated into the enantiomers by the diastereomeric menthyl esters, which can be obtained from the acid chloride with (+) or (-) menthol (U.S. Pat. No. 4,487,956). This process does provide usable yields and optical purities, but is relatively complicated in working up and requires the relatively expensive menthol.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05166417
Quelldatensatzuspto-grants-1992_11
ORD IDord-9ce85cc781f547289f414858807b168e
Quellennotizuspto-grants-1992_11