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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963195Generated: October 31, 2026

Triethylamine → HCID 66731655, compound

https://huagongshe.com/reaction/1963195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl methyl etherHCID 15413—
ReactantLithium BromideHCID 82050—
ReactantDimethyl 2-(2-fluoro-4-(trifluoromethoxy)phenyl)piperidine-1,4-dicarboxylateHCID 66734961—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 66731655HCID 6673165599%

Reaction Steps

Dimethyl 2-(2-fluoro-4-(trifluoromethoxy)phenyl)piperidine-1,4-dicarboxylate (5.35 g, 14.10 mmol) was dissolved in acetonitrile (100 mL) and water (2.000 mL), then lithium bromide (9.80 g, 112.84 mmol) was added. Triethylamine (7.82 mL, 56.42 mmol) was added and the resulting suspension was heated under reflux for 7 h. MTBE (350 mL) and water (180 mL) were added, the phases separated and the organic layer was extracted with water. The combined aqueous layers were acidified with 3.8 M HCl and extracted with EtOAc. The combined organic layers were dried with Na2SO4 and evaporated. 2-(2-Fluoro-4-(trifluoromethoxy)phenyl)-1-(methoxycarbonyl)piperidine-4-carboxylic acid (5.09 g, 99%) was yielded as a colorless solid. MS m/z 364 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-c2551da773344ad2b2b50f9b831e0e24
Source noteuspto-grants-2013_04