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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194016Generated: November 2, 2026

4-(Trifluoromethoxy)aniline → 8-(2,2-Dimethyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

https://huagongshe.com/reaction/2194016

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethoxy)anilineHCID 600848—
ReactantDimethylalumanylium chlorideHCID 16686359—
Reactant1-(2,2-Dimethyl-propane-1-sulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl esterHCID 66787240—
SolventHeptaneHCID 8900—
Product8-(2,2-Dimethyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 4980224654.1%

Reaction Steps

This material was prepared in analogy to example 1 step D) 1-(2,2-dimethyl-propane-1-sulfonyl)-4-(2-methoxy-ethyl)-piperidine-4-carboxylic acid ethyl ester (0.17 g), dimethylaluminium chloride in heptane (1.0 molar, 1.46 ml) and 4-(trifluoromethoxy)-aniline (0.129 g) to give the desired 8-(2,2-dimethyl-propane-1-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (0.118 g) as an off-white solid. MS (ESI): 449.17 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329904B2
Source datasetuspto-grants-2012_12
ORD IDord-b0d8d47bb80a4c73bcd0a87b99bd43c9
Source noteuspto-grants-2012_12