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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 522628Erstellt: 25. Oktober 2026

Triethylamine → (S)-tert-butyl 2-((methylsulfonyloxy)methyl)morpholine-4-carboxylate

https://huagongshe.com/reaction/522628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethanesulfonyl chlorideHCID 31297—
Edukttert-Butyl (2S)-2-(hydroxymethyl)morpholine-4-carboxylateHCID 1512577—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-tert-butyl 2-((methylsulfonyloxy)methyl)morpholine-4-carboxylateHCID 8667356798,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of (S)-tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (3.0 g, 13.8 mmol) and triethylamine (4.2 g, 41.4 mmol) in dichloromethane (80 mL) at 0° C. was dropwise added mesyl chloride (1.9 g, 16.5 mmol). The reaction mixture was stirred at 0° C. for 2 hour, and then diluted with dichloromethane (100 mL). The organic layers were washed with water (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford (S)-tert-butyl 2-((methylsulfonyloxy)methyl)morpholine-4-carboxylate as a purple oil (4.0 g, 98%), which was directly used in the next step without further purification. MS (ES+) C11H21NO6S requires: 295, found: 240 [M+H-56]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334263B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-d8089c48fc6c46bfad3a755251fe9aa4
Quellennotizuspto-grants-2016_05