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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 16115Erstellt: 24. Oktober 2026

4-Toluenesulfonyl chloride → (R)-Methyl 2-(p-Tolyloxy)propanoate

https://huagongshe.com/de/reaction/16115

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktTriethylamineHCID 8471—
Edukt(+)-Methyl lactateHCID 637514—
KatalysatorTrimethylamine HydrochlorideHCID 10313079—
LösungsmittelAcetonitrileHCID 6342—
Produkt(R)-Methyl 2-(p-Tolyloxy)propanoateHCID 1540374116%

Reaktionsschritte

A solution of methyl (R)-(+)-lactate (6.66 g) in acetonitrile (33 ml) was cooled to 5° C. and triethylamine (9.8 ml) added followed by trimethylamine hydrochloride (0.62 g). A separate solution of p-toluenesulfonyl chloride (11.6 g) in acetonitrile (33 ml) was added dropwise over 20 mins maintaining the temperature below 5° C. The reaction mixture was filtered and concentrated. Diethyl ether and water were added and the organic fraction dried (MgSO4) and concentrated in vacuo to give the sub-title compound as a yellow oil (13.71 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737135B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-19235ac9b2db47e3990438cc395213d9
Quellennotizuspto-grants-2010_06