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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2176930Erstellt: 25. Oktober 2026

Methanol → Methyl (1S,3R)-3-aminocyclohexane-1-carboxylate

https://huagongshe.com/reaction/2176930

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktThionyl ChlorideHCID 24386—
Eduktrac-(1R,3S)-3-aminocyclohexane-1-carboxylic acidHCID 7005079—
ProduktMethyl (1S,3R)-3-aminocyclohexane-1-carboxylateHCID 6846605990,9%

Reaktionsschritte

Thionyl chloride (0.6 ml) was added to solution of cis-3-amino-cyclohexanecarboxylic acid (bought from AMRI, USA, cat.-no.: A00342, 0.50 g, 2.80 mmol) in MeOH (20 ml) at 0° C. and stirred at reflux for 12 h. The volatiles were evaporated in vacuo and the resulting residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The separated organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuo to afford 400 mg (90.9%) of cis-methyl 3-aminocyclohexanecarboxylate as colorless liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09067888B2
Quelldatensatzuspto-grants-2015_06
ORD IDord-3ee1ff0dd8ef4ab68d850b68e7d09664
Quellennotizuspto-grants-2015_06