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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 222574Erstellt: 24. Oktober 2026

Triethylamine → Tert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylate

https://huagongshe.com/de/reaction/222574

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
EduktTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
LösungsmittelDichloromethaneHCID 6344—
ProduktTert-butyl 4-(methylsulfonyloxymethyl)piperidine-1-carboxylateHCID 276583888,1%

Reaktionsbedingungen

Temperatur23 °C

Reaktionsschritte

Methanesulfonyl chloride (29.26 g, 19.77 mL, 255.47 mmol) is added slowly (10 min) under nitrogen atmosphere to a solution of tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (50.00 g, 232.24 mmol) and triethylamine (35.25 g, 48.56 mL, 348.36 mmol) in anhydrous dichloromethane (700 mL) at 9° C. (internal temperature). The mixture is stirred at 23° C. for 16 h. The reaction mixture is successively washed with 1 M aq hydrochloric acid, water, and brine. The organic layer is dried over anhydrous sodium sulfate, filtered, and the solvent is removed to obtain 60 g of the title compound as a white solid. MS (m/z) 316 (M+23).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207344B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-1f2372b8945d49749af2ffa4d7f146cf
Quellennotizuspto-grants-2012_06