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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963237Generated: October 29, 2026

Triethylamine hydrochloride → HCID 178469255, compound

https://huagongshe.com/reaction/1963237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantHCID 59536567HCID 59536567—
SolventTolueneHCID 1140—
ProductHCID 178469255HCID 17846925599%

Reaction Conditions

Temperature95 °C

Reaction Steps

1-Benzyl 4-ethyl 2-cyanopiperidine-1,4-dicarboxylate (2.5 g, 7.90 mmol) was dissolved in toluene (50 mL) and sodium azide (0.822 g, 12.64 mmol) and triethylamine hydrochloride (1.740 g, 12.64 mmol) were added and the mixture was heated at 95° C. overnight. The reaction mixture was allowed to cool to room temperature and was washed with 2 M HCl. The aqueous phase was extracted with EtOAc and the combined organic phase was dried over Na2SO4 and evaporated to yield 1-benzyl 4-ethyl 2-(1H-tetrazol-5-yl)piperidine-1,4-dicarboxylate (2.8 g, 99%). MS m/z 360 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415378B2
Source datasetuspto-grants-2013_04
ORD IDord-61a8c7bc816345bfb33163c9358e28b1
Source noteuspto-grants-2013_04