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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963179Generated: October 30, 2026

Triethylamine → HCID 66731707, compound

https://huagongshe.com/reaction/1963179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl methyl etherHCID 15413—
ReactantLithium BromideHCID 82050—
ReactantHCID 86646599HCID 86646599—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 66731707HCID 6673170789%

Reaction Steps

Dimethyl 2-(2-chloro-4-fluorophenyl)piperidine-1,4-dicarboxylate (2.5 g, 7.58 mmol) was dissolved in acetonitrile (50 mL) and water (1 mL), then lithium bromide (5.27 g, 60.65 mmol) was added. Triethylamine (4.20 mL, 30.33 mmol) was added and the resulting suspension was heated under reflux for 7 h. MTBE (170 mL) and water (90 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-Chloro-4-fluorophenyl)-1-(methoxycarbonyl)-piperidine-4-carboxylic acid (2.130 g, 89%) was isolated as a brown solid. MS m/z 316 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-4f540b3577164809bf48cf0362480990
Source noteuspto-grants-2013_04