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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108196Generated: October 30, 2026

Diethyl Ether → HCID 12937986, compound

https://huagongshe.com/reaction/2108196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantPropionyl chlorideHCID 62324—
ReactantMethyl 3-(3-pyridinyl)benzoateHCID 4133188—
CatalystAdams' catalystHCID 345198—
SolventMethanolHCID 887—
ProductHCID 12937986HCID 1293798679.2%

Reaction Steps

A solution of the HCl-salt of methyl-3-(3-pyridyl)benzoate (5.54 g, 0.022 mol) in methanol was hydrogenated (atm. pressure) at r.t. using PtO2 as catalyst. After filtration and evaporation the residue was partitioned between a saturated potassium-carbonate solution and ether. The ether layer was dried (K2CO3), cooled and treated with triethylamine (2.23 g. 0.022 mol) and propionylchloride (2.05 g), 0.033 mol). Stirring at r.t. for one hour followed by filtration and evaporation gave an oil which was eluated twice through an Al2O3 -column with ether. Evaporation of the ether gave 4.8 g of pure methyl-3-(1-propionylpiperdin-3-yl)benzoate as an oil, which could not be crystallized.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04937346
Source datasetuspto-grants-1990_06
ORD IDord-86dc1d6a9096434f8cab64ed5cecd8e2
Source noteuspto-grants-1990_06