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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963226Generated: November 3, 2026

Triethylamine → HCID 66731620, compound

https://huagongshe.com/reaction/1963226

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl methyl etherHCID 15413—
ReactantLithium BromideHCID 82050—
ReactantHCID 66734680HCID 66734680—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 66731620HCID 6673162099.8%

Reaction Steps

Dimethyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate (3.2 g, 8.81 mmol) was dissolved in acetonitrile (40 mL) and water (0.800 mL), then lithium bromide (6.12 g, 70.46 mmol) was added. Triethylamine (4.88 mL, 35.23 mmol) was added and the resulting solution was heated under reflux for 5 h. MTBE (110 mL) and water (60 mL) were added, the phases separated and the organic layer was extracted with water. The combined aqueous layers were acidified to pH 1 with 3.8 M HCl and extracted with MTBE. The combined organic layers were dried with Na2SO4 and evaporated to yield 2-(3-fluoro-4-(trifluoromethyl)phenyl)-1-(methoxycarbonyl)piperidine-4-carboxylic acid (3.07 g, quant.). MS m/z 348 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-da80a6f42eda4bc2af2bcc8770341ffa
Source noteuspto-grants-2013_04