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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876253Generated: October 30, 2026

Triethylamine → 3-Methyl 1-(4-nitrophenyl) 5-[4-(trifluoromethyl)phenyl]piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/876253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantMethyl 5-(4-(trifluoromethyl)phenyl)piperidine-3-carboxylateHCID 58002265—
SolventDichloromethaneHCID 6344—
Product3-Methyl 1-(4-nitrophenyl) 5-[4-(trifluoromethyl)phenyl]piperidine-1,3-dicarboxylateHCID 58002325—

Reaction Conditions

Temperature0 °C

Reaction Steps

20.0 g (69.6 mmol) of the compound from Example 53A were dissolved in 1.0 l of dichloromethane, and 14.1 g (139 mmol) of triethylamine were added at 0° C. 14.0 g (69.6 mmol) of 4-nitrophenyl chlorocarbonate were then added dropwise. The reaction mixture was stirred at 0° C. for 2 h and then at RT for 16 h. For workup, the mixture was washed with saturated aqueous sodium bicarbonate solution. The organic phase was dried over magnesium sulphate, filtered and concentrated under reduced pressure. This gave 31.3 g of crude product, which was reacted without any further purification steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987248B2
Source datasetuspto-grants-2015_03
ORD IDord-1257b7c5762c46bd9a1c0c19d14b6878
Source noteuspto-grants-2015_03