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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1023827Erstellt: 27. Oktober 2026

4-Toluenesulfonyl chloride → 2-(P-Tolylsulfonyl)-6-oxa-2-azaspiro[2.5]octane

https://huagongshe.com/reaction/1023827

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktTriethylamineHCID 8471—
Edukt(4-Aminooxan-4-yl)methanolHCID 18316484—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(P-Tolylsulfonyl)-6-oxa-2-azaspiro[2.5]octaneHCID 5843266438,3%

Reaktionsschritte

A solution of 4-aminotetrahydro-2H-pyran-4-methanol (16 g, 122 mmol) in dichloromethane (700 mL) was treated with triethylamine (85 mL, 610 mmol), p-toluenesulfonyl chloride (69.8 g, 366 mmol) and DMAP (1490 mg, 12.2 mmol) under nitrogen. After approximately 18 hours at room temperature, the reaction was filtered through a pad of silica gel. The filtrate was concentrated in vacuo then purified by chromatography on silica gel (5-20% EtOAc/hexane) to afford intermediate the title compound (12.5 g) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08722727B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-ea84956d101c43f9b291da8d044e5740
Quellennotizuspto-grants-2014_05