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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1896294Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1896294

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-cyclohexanecarboxlic 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
PatentnummerUS08518948B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-4455efa5a6e94d9598cefefae388870f
Quellennotizuspto-grants-2013_08