Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376720Generated: October 27, 2026

Water → Methyl 1-benzylpiperidine-4-carboxylate

https://huagongshe.com/reaction/2376720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantTriethylamineHCID 8471—
ReactantMethyl isonipecotateHCID 424914—
SolventChloroformHCID 6212—
ProductMethyl 1-benzylpiperidine-4-carboxylateHCID 11436222924.2%

Reaction Steps

To a solution of methyl piperidine-4-carboxylate (10.00 g, 6.4 mmol) and triethylamine (10.32 g, 10.2 mmol) in CHCl3 (100 mL), benzyl bromide (14.69 g, 8.6 mmol) was added under argon atmosphere while cooling with a water and ice bath. The mixture was stirred at room temperature overnight. CHCl3 and water were added and the two phases were separated. The aqueous phase was extracted with CHCl3. The organic phase was dried over Na2SO4 and concentrated to dryness, to afford 13.80 g of the desired compound as an orange solid (yield: 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468376B2
Source datasetuspto-grants-2008_12
ORD IDord-c9da544a45b949b78eeb1273669ed5ba
Source noteuspto-grants-2008_12