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HRID 329928Erstellt: 24. Oktober 2026

8-(4-(Methylsulfonyl)phenyl)-1,4-dioxa-8-azaspiro[4.5]decane → 1-(4-Methanesulfonylphenyl)piperidin-4-one

https://huagongshe.com/de/reaction/329928

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt8-(4-(Methylsulfonyl)phenyl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 4256360—
EduktSulfuric acid tetrahydrofuranHCID 68124251—
LösungsmittelWaterHCID 962—
Produkt1-(4-Methanesulfonylphenyl)piperidin-4-oneHCID 1415639991%

Reaktionsschritte

A mixture of 12.97 g (0.0436 mol) of the ketal of (A) and 200 ml of 10% H2SO4 /tetrahydrofuran (2:1) solution is stirred at 60°-70° C. for 4 hrs and is then allowed to stand at room temperature for 3 days. The mixture is diluted with water and extracted with methylene chloride. The combined extracts are washed with brine, dried over Na2SO4, and concentrated in vacuo. Trituration with ethyl ether gives 10.07 g (91%) of title compound as a white solid: m.p. 183°-185° C.; IR (KBr) 3410, 1710, 1585, and 1160 cm-1 ; NMR (CDCl3) δ 7.79 (d, 2H), 6.98 (d, 2H), 3.79 (t, 4H), 3.04 (s, 3H), and 2.61 (t, 4H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04894374
Quelldatensatzuspto-grants-1990_01
ORD IDord-27e484b9bda6452486b50e00b32842b2
Quellennotizuspto-grants-1990_01