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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2194138Erstellt: 26. Oktober 2026

(Trifluoromethyl)trimethylsilane → 8-(2-Chloro-benzenesulfonyl)-2-[4-(2,2,2-trifluoro-1-hydroxy-1-methyl-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one

https://huagongshe.com/reaction/2194138

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(Trifluoromethyl)trimethylsilaneHCID 552549—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt2-(4-Acetyl-phenyl)-8-(2-chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 59577963—
KatalysatorHydrochloric AcidHCID 313—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt8-(2-Chloro-benzenesulfonyl)-2-[4-(2,2,2-trifluoro-1-hydroxy-1-methyl-ethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-oneHCID 5957803260,5%

Reaktionsschritte

2-(4-Acetyl-phenyl)-8-(2-chloro-benzenesulfonyl)-2,8-diaza-spiro[4.5]decan-1-one (0.13 g), product of example 151), dissolved in THF (12 ml) under an argon atmosphere was treated at RT with (trifluoromethyl)trimethylsilane (0.062 g) then with tetra-n-butylammonium fluoride (1M solution in THF, 0.29 ml) and the reaction mixture was stirred overnight at RT. The mixture was made acidic with 3M aqueous HCl (a few drops) and stirred further 15 minutes. The solvent was removed in vacuo and the residue adsorbed on silica gel and chromatographed over silica gel (AcOEt/heptane, gradient from 0 to 40%) to give the desired product as white solid (0.091 g). MS (ESI): 517.1 MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08329904B2
Quelldatensatzuspto-grants-2012_12
ORD IDord-0646c067664e4abd8f11a6ac87460ef8
Quellennotizuspto-grants-2012_12